Title: CA $159 Cheap Flights from Cleveland (CLE) to Chicago (MDW) - Expedia.ca

  

![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# CA $159 Cheap Flights from Cleveland (CLE) to Chicago (MDW)

[View CA $159 flight on Thu, Nov 27, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:CLE,to:MDW,departure:27/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:158.60&airProductToken=AQpFCiAIxJgBEgQyNTQ1GOIiIOBcKLed_gIwrZ7-AjhFQABYAQohCMSYARIEMTA3NhjgXCDssAEo_5_-AjD0oP4COEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB)

-   [Roundtrip](?flightType=roundtrip)
-   [One-way](?flightType=oneway)
-   [Multi-city](?flightType=multicity)

### Travellers

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

EconomyPremium economyBusiness classFirst class

Leaving from

Going to

Departing

Returning

Add a place to stay

Add a car

Direct flights only

## Popular airlines from Cleveland Hopkins International Airport (CLE) to Chicago Midway Airport (MDW)

-   ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg)
    
    Delta
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:cle,to:mdw,departure:22/11/2025TANYT&leg2=from:mdw,to:cle,departure:29/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])
-   ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg)
    
    Southwest Airlines
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:cle,to:mdw,departure:22/11/2025TANYT&leg2=from:mdw,to:cle,departure:29/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}])
-   ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg)
    
    Frontier Airlines
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:cle,to:mdw,departure:22/11/2025TANYT&leg2=from:mdw,to:cle,departure:29/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}])

-   ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg)
    
    ### 
    
    Be in the know
    
    Get alerts if flight prices drop or rise\*
    
-   ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)
    
    ### 
    
    Book smarter
    
    Save up to 30% on select hotels after you book a flight\*
    
-   ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg)
    
    ### 
    
    Earn twice
    
    Earn your airline miles on top of our rewards
    
    [Sign in](https://www.expedia.ca/login)
    

## Cheap flights from Cleveland (CLE) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $159 for one-way flights and CA $353 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Sat, Dec 6 - Sat, Dec 13

CLE

Cleveland

MDW

Chicago

CA $353

Roundtrip

found 6 hours ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:06/12/2025TANYT&leg2=from:MDW,to:CLE,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:352.90&airProductToken=AQpxCjYIxJgBEgQzNTkyGOIiIOO0ASjC__4CMP3__gI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQlEKNwjEmAESBDUyOTgY47QBIOywASiwgP8CMPqA_wI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0gzQlEKbwo2CMSYARIEMjQxNxjssAEg4FwoxdH_AjC80v8COEVAAFgBaglNQUlOQkFTSUNyCFZBVlNIM0JRCjUIxJgBEgQxMzIwGOBcIOIiKPzT_wIw59T_AjhFQAFYAWoJTUFJTkJBU0lDcghWQVZTSDNCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Thu, Dec 4 - Mon, Dec 8

CLE

Cleveland

MDW

Chicago

CA $361

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:04/12/2025TANYT&leg2=from:MDW,to:CLE,departure:08/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:360.50&airProductToken=AQpxCjYIxJgBEgQ1NDMyGOIiIOO0ASjO5v4CMI7n_gI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0E1QkMKNwjEmAESBDQ4NTgY47QBIOywASiK6P4CMN7o_gI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0E1QkMKbgo2CMSYARIEMTA2MxjssAEg4Fwo0Zb_AjDFl_8COEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBNUJDCjQIxJgBEgM4ODAY4Fwg4iIotpj_AjCbmf8COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBNUJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Fri, Dec 12 - Sun, Dec 14

CLE

Cleveland

MDW

Chicago

CA $387

Roundtrip

found 6 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:12/12/2025TANYT&leg2=from:MDW,to:CLE,departure:14/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:386.10&airProductToken=AQpvCjUIxJgBEgQxMzUwGOIiIOBcKK7H_wIwqcj_AjhFQABYAWoJTUFJTkJBU0lDcghUQVdOQTBCQwo2CMSYARIEMTA3NhjgXCDssAEo5cj_AjDbyf8COEVAAVgBaglNQUlOQkFTSUNyCFRBV05BMEJDCm4KNgjEmAESBDI0MDAY7LABIOBcKPDX_wIw6Nj_AjhFQABYAWoJTUFJTkJBU0lDcghUQVdOQTBCQwo0CMSYARIDNzc1GOBcIOIiKPbZ_wIw39r_AjhFQAFYAWoJTUFJTkJBU0lDcghUQVdOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Thu, Dec 4 - Mon, Dec 8

CLE

Cleveland

MDW

Chicago

CA $404

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:04/12/2025TANYT&leg2=from:MDW,to:CLE,departure:08/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:403.50&airProductToken=AQpxCjYIxJgBEgQzNTkyGOIiIOO0ASiC6f4CML3p_gI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKNwjEmAESBDUyOTgY47QBIOywASjr6f4CMLrq_gI4RUABWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKcQo3CMSYARIENDg1OBjssAEg47QBKIaW_wIwzZb_AjhFQABYAWoJTUFJTkJBU0lDcghWQVZTQTVCQwo2CMSYARIENDE2NBjjtAEg4iIoiZf_AjC_l_8COEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBNUJDEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Thu, Dec 4 - Mon, Dec 8

CLE

Cleveland

MDW

Chicago

CA $432

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:04/12/2025TANYT&leg2=from:MDW,to:CLE,departure:08/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:431.40&airProductToken=AQpxCjYIxJgBEgQ1NDMyGOIiIOO0ASjO5v4CMI7n_gI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0E1QkMKNwjEmAESBDQ4NTgY47QBIOywASiK6P4CMN7o_gI4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0E1QkMKbwo2CMSYARIEMjQxNxjssAEg4Fwoypf_AjC9mP8COEVAAFgBaglNQUlOQkFTSUNyCFRBVk5BMEJDCjUIxJgBEgQxMzUwGOBcIOIiKIeZ_wIw7Jn_AjhFQAFYAWoJTUFJTkJBU0lDcghUQVZOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Fri, Dec 12 - Sun, Dec 14

CLE

Cleveland

MDW

Chicago

CA $443

Roundtrip

found 6 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:12/12/2025TANYT&leg2=from:MDW,to:CLE,departure:14/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:443.00&airProductToken=AQpxCjYIxJgBEgQ0MTY0GOIiIOO0ASjnxP8CMKTF_wI4RUAAWAFqCU1BSU5CQVNJQ3IIVUFWTkEwQkMKNwjEmAESBDQ4NjkY47QBIOywASiwxv8CMIDH_wI4RUABWAFqCU1BSU5CQVNJQ3IIVUFWTkEwQkMKbwo2CMSYARIEMjA2MBjssAEg4Fwokd3_AjCS3v8COEVAAFgBaglNQUlOQkFTSUNyCFRBV05BMEJDCjUIxJgBEgQxMzIwGOBcIOIiKKbf_wIwkeD_AjhFQAFYAWoJTUFJTkJBU0lDcghUQVdOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Fri, Dec 12 - Sun, Dec 14

CLE

Cleveland

MDW

Chicago

CA $470

Roundtrip

found 6 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:12/12/2025TANYT&leg2=from:MDW,to:CLE,departure:14/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:469.90&airProductToken=AQpvCjUIxJgBEgQxMzUwGOIiIOBcKK7H_wIwqcj_AjhUQABYAWoJTUFJTkNMQVNDcghUQVdOQTBNRQo2CMSYARIEMTA3NhjgXCDssAEo5cj_AjDbyf8COFRAAVgBaglNQUlOQ0xBU0NyCFRBV05BME1FCm4KNgjEmAESBDI0MDAY7LABIOBcKPDX_wIw6Nj_AjhUQABYAWoJTUFJTkNMQVNDcghUQVdOQTBNRQo0CMSYARIDNzc1GOBcIOIiKPbZ_wIw39r_AjhUQAFYAWoJTUFJTkNMQVNDcghUQVdOQTBNRRIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Thu, Dec 4 - Mon, Dec 8

CLE

Cleveland

MDW

Chicago

CA $476

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:04/12/2025TANYT&leg2=from:MDW,to:CLE,departure:08/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:475.50&airProductToken=AQpxCjYIxJgBEgQzNTkyGOIiIOO0ASiC6f4CML3p_gI4RUAAWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKNwjEmAESBDUyOTgY47QBIOywASjr6f4CMLrq_gI4RUABWAFqCU1BSU5CQVNJQ3IIWEFWVEE1QkMKbwo2CMSYARIEMjQxNxjssAEg4Fwoypf_AjC9mP8COEVAAFgBaglNQUlOQkFTSUNyCFRBVk5BMEJDCjUIxJgBEgQxMzUwGOBcIOIiKIeZ_wIw7Jn_AjhFQAFYAWoJTUFJTkJBU0lDcghUQVZOQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Thu, Nov 13 - Mon, Nov 17

CLE

Cleveland

MDW

Chicago

CA $888

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:13/11/2025TANYT&leg2=from:MDW,to:CLE,departure:17/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:887.20&airProductToken=AQpxCjYIxJgBEgQ1NDMyGOIiIOO0ASiu-vwCMPH6_AI4S0AAWAFqCU1BSU5DTEFTQ3IIS0E3TkEwTUMKNwjEmAESBDQ4NTgY47QBIOywASjq-_wCML78_AI4S0ABWAFqCU1BSU5DTEFTQ3IIS0E3TkEwTUMKcQo3CMSYARIENDg2ORjssAEg47QBKJCu_QIw3a79AjhLQABYAWoJTUFJTkNMQVNDcghLQTdOQTBNQwo2CMSYARIENTExORjjtAEg4iIoy6_9AjCJsP0COEtAAVgBaglNQUlOQ0xBU0NyCEtBN05BME1DEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Sun, Nov 30 - Mon, Dec 1

CLE

Cleveland

MDW

Chicago

CA $951

Roundtrip

found 4 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CLE,to:MDW,departure:30/11/2025TANYT&leg2=from:MDW,to:CLE,departure:01/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:950.40&airProductToken=AQpxCjYIxJgBEgQzODg0GOIiIOO0ASi7vv4CMPe-_gI4S0AAWAFqCU1BSU5DTEFTQ3IIS0FVT0EwTUMKNwjEmAESBDQ4NjkY47QBIOywASi3v_4CMIjA_gI4S0ABWAFqCU1BSU5DTEFTQ3IIS0FVT0EwTUMKcQo3CMSYARIENDg1OBjssAEg47QBKKbH_gIw8cf-AjhVQABYAWoJTUFJTkNMQVNDcghVQVZOQTBNRQo2CMSYARIEMzg4NBjjtAEg4iIo-sj-AjCzyf4COFVAAVgBaglNQUlOQ0xBU0NyCFVBVk5BME1FEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

## Find the cheapest month to fly from Cleveland (CLE) to Chicago (MDW)

### September is typically the cheapest month to fly

From CA $125 - CA $518 per traveller.

## Frequently asked questions

### How much is a flight from Hopkins Intl. Airport (CLE) to MDW?

> Based on fares listed within the last 7 days on Expedia for flights departing within the next year, round-trip journeys between Cleveland Hopkins Intl. Airport and Midway Intl. Airport (MDW) start from CA $353. Book today to secure the best price for your trip. Prices and availability are subject to change. Additional terms apply.

### Do I need to pay a cancellation fee if I cancel my flight from Cleveland Hopkins Intl. Airport to MDW?

> Each air carrier has its own terms and conditions. If you do decide to cancel, follow the simple instructions on our [Customer Service Portal](https://www.expedia.ca/helpcenter).

### How do I find cheap flights from CLE to Midway Intl. Airport (MDW) that have flexible change policies?

> Plenty of airlines will allow you to reschedule your flight without a change fee. All you pay is the cost difference between the two flights. When searching for CLE to Chicago Airport flights, you'll see a "No change fees" box for you to pick.

### How many hours is the flight from Hopkins Intl. Airport (CLE) to Midway Intl. Airport (MDW)?

> Get comfy in your seat, select a movie and 5 hours and 14 minutes will fly by in a jiffy. That's how long it takes to travel to Midway Intl. Airport (MDW) from Cleveland Hopkins Intl. Airport.

### How far is the flight from CLE to Midway Airport?

> A flight distance of just 490 kilometres separates Cleveland and Chicago. Once you're up in the air, you won't have time to do much more than read the magazine in your seat pocket.

### Which airlines fly direct from Cleveland Hopkins Intl. Airport to Chicago Airport?

> Flying directly from Hopkins Intl. Airport (CLE) to Midway Intl. Airport (MDW) is a cinch with Southwest Airlines (WN). This top carrier offers 73 flights every month.

### Are Hopkins Intl. Airport (CLE) to Midway Airport flight tickets cheaper when they're purchased at the last minute?

> It is possible to find great last-minute deals from Cleveland Hopkins Intl. Airport to Midway Intl. Airport (MDW), but there's no guarantee. As many airlines publish prices up to 12 months in advance, it's worthwhile keeping an eye on fares early and being ready to book when you see a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can feel confident knowing you're always seeing the latest offers.

## Travel information

0

| Origin airport | Hopkins Intl. |
| --- | --- |
| Destination airport | Midway Intl. |
| Roundtrip price | CA $353 |
| Distance | 489 km |

## Book with confidence

### Cleveland to Chicago Flights

**The easy way to book your flights from Cleveland to Chicago** 

With Expedia, it’s simple to find and book flights to Chicago from Cleveland whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Cleveland to Chicago today, tomorrow, or this week.  

**Save dollars with cheap flights from Hopkins Intl., CLE to Midway Intl., MDW** 

Sort your search results by price to find great deals on your flight from Cleveland to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Cleveland currently is just CA $353 rising to CA $951.  

Here are more money-saving tips: 

-   Fly in December when flight prices are normally at their lowest 
-   Book about a month to 6 weeks before you travel for the best prices to Chicago  
-   Avoid peak season and weekends when flights can cost more
-   Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
-   One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

**Reasons to choose Expedia for your flight to Chicago from Cleveland** 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

## Explore a world of travel with Expedia

-   Flights

-   [Flights from Lincoln to Rush Street](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street)
-   [Flights from Waterloo (ALO) to Chicago (ORD)](https://www.expedia.ca/lp/flights/alo/ord/waterloo-to-chicago)
-   [Flights from Ahmedabad (AMD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/amd/ord/ahmedabad-to-chicago)
-   [Flights from Atlanta (ATL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/atl/ord/atlanta-to-chicago)
-   [Flights from Austin (AUS) to Chicago (ORD)](https://www.expedia.ca/lp/flights/aus/ord/austin-to-chicago)
-   [Flights from Bangor (BGR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bgr/ord/bangor-to-chicago)
-   [Flights from Bellingham (BLI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bli/ord/bellingham-to-chicago)
-   [Flights from Nashville (BNA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bna/ord/nashville-to-chicago)
-   [Flights from Mumbai (BOM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bom/ord/mumbai-to-chicago)
-   [Flights from Burlington (BTV) to Chicago (ORD)](https://www.expedia.ca/lp/flights/btv/ord/burlington-to-chicago)
-   [Flights from Buffalo (BUF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/buf/ord/buffalo-to-chicago)
-   [Flights from Baltimore (BWI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/bwi/ord/baltimore-to-chicago)
-   [Flights from Sault Ste. Marie (CIU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ciu/ord/sault-ste-marie-to-chicago)
-   [Flights from Charlotte (CLT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/clt/ord/charlotte-to-chicago)
-   [Flights from Columbus (CMH) to Chicago (ORD)](https://www.expedia.ca/lp/flights/cmh/ord/columbus-to-chicago)
-   [Flights from Cincinnati (CVG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/cvg/ord/cincinnati-to-chicago)
-   [Flights from Washington (DCA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dca/ord/washington-to-chicago)
-   [Flights from Delhi (DEL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/del/ord/delhi-to-chicago)
-   [Flights from Denver (DEN) to Chicago (ORD)](https://www.expedia.ca/lp/flights/den/ord/denver-to-chicago)
-   [Flights from Dallas (DFW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dfw/ord/dallas-to-chicago)
-   [Flights from Duluth (DLH) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dlh/ord/duluth-to-chicago)
-   [Flights from Des Moines (DSM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dsm/ord/des-moines-to-chicago)
-   [Flights from Detroit (DTW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dtw/ord/detroit-to-chicago)
-   [Flights from Dubai (DXB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/dxb/ord/dubai-to-chicago)
-   [Flights from Fargo (FAR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/far/ord/fargo-to-chicago)
-   [Flights from Fort Lauderdale (FLL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/fll/ord/fort-lauderdale-to-chicago)
-   [Flights from Flint (FNT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/fnt/ord/flint-to-chicago)
-   [Flights from Spokane (GEG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/geg/ord/spokane-to-chicago)
-   [Flights from Grand Forks (GFK) to Chicago (ORD)](https://www.expedia.ca/lp/flights/gfk/ord/grand-forks-to-chicago)
-   [Flights from Green Bay (GRB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/grb/ord/green-bay-to-chicago)
-   [Flights from Grand Rapids (GRR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/grr/ord/grand-rapids-to-chicago)
-   [Flights from Great Falls (GTF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/gtf/ord/great-falls-to-chicago)
-   [Flights from Houston (HOU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/hou/ord/houston-to-chicago)
-   [Flights from Hyderabad (HYD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/hyd/ord/hyderabad-to-chicago)
-   [Flights from Niagara Falls (IAG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/iag/ord/niagara-falls-to-chicago)
-   [Flights from Indianapolis (IND) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ind/ord/indianapolis-to-chicago)
-   [Flights from New York (JFK) to Chicago (ORD)](https://www.expedia.ca/lp/flights/jfk/ord/new-york-to-chicago)
-   [Flights from Karachi (KHI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/khi/ord/karachi-to-chicago)
-   [Flights from Las Vegas (LAS) to Chicago (ORD)](https://www.expedia.ca/lp/flights/las/ord/las-vegas-to-chicago)
-   [Flights from Los Angeles (LAX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/lax/ord/los-angeles-to-chicago)
-   [Flights from New York (LGA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/lga/ord/new-york-to-chicago)
-   [Flights from London (LHR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/lhr/ord/london-to-chicago)
-   [Flights from Kansas City (MCI) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mci/ord/kansas-city-to-chicago)
-   [Flights from Orlando (MCO) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mco/ord/orlando-to-chicago)
-   [Flights from Memphis (MEM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mem/ord/memphis-to-chicago)
-   [Flights from Mexico City (MEX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mex/ord/mexico-city-to-chicago)
-   [Flights from Miami (MIA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mia/ord/miami-to-chicago)
-   [Flights from Milwaukee (MKE) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mke/ord/milwaukee-to-chicago)
-   [Flights from Minot (MOT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/mot/ord/minot-to-chicago)
-   [Flights from Madison (MSN) to Chicago (ORD)](https://www.expedia.ca/lp/flights/msn/ord/madison-to-chicago)
-   [Flights from Minneapolis (MSP) to Chicago (ORD)](https://www.expedia.ca/lp/flights/msp/ord/minneapolis-to-chicago)
-   [Flights from Ogdensburg (OGS) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ogs/ord/ogdensburg-to-chicago)
-   [Flights from Omaha (OMA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/oma/ord/omaha-to-chicago)
-   [Flights from Ontario (ONT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ont/ord/ontario-to-chicago)
-   [Flights from Plattsburgh (PBG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/pbg/ord/plattsburgh-to-chicago)
-   [Flights from Portland (PDX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/pdx/ord/portland-to-chicago)
-   [Flights from Philadelphia (PHL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/phl/ord/philadelphia-to-chicago)
-   [Flights from Pittsburgh (PIT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/pit/ord/pittsburgh-to-chicago)
-   [Flights from Raleigh (RDU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/rdu/ord/raleigh-to-chicago)
-   [Flights from Rockford (RFD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/rfd/ord/rockford-to-chicago)
-   [Flights from San Diego (SAN) to Chicago (ORD)](https://www.expedia.ca/lp/flights/san/ord/san-diego-to-chicago)
-   [Flights from Louisville (SDF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/sdf/ord/louisville-to-chicago)
-   [Flights from Seattle (SEA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/sea/ord/seattle-to-chicago)
-   [Flights from San Francisco (SFO) to Chicago (ORD)](https://www.expedia.ca/lp/flights/sfo/ord/san-francisco-to-chicago)
-   [Flights from Salt Lake City (SLC) to Chicago (ORD)](https://www.expedia.ca/lp/flights/slc/ord/salt-lake-city-to-chicago)
-   [Flights from Syracuse (SYR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/syr/ord/syracuse-to-chicago)
-   [Flights from Sault Ste. Marie (YAM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yam/ord/sault-ste-marie-to-chicago)
-   [Flights from Nanaimo (YCD) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ycd/ord/nanaimo-to-chicago)
-   [Flights from St. Catharines (YCM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ycm/ord/st-catharines-to-chicago)
-   [Flights from Edmonton (YEG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yeg/ord/edmonton-to-chicago)
-   [Flights from Fredericton (YFC) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yfc/ord/fredericton-to-chicago)
-   [Flights from Kingston (YGK) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ygk/ord/kingston-to-chicago)
-   [Flights from Hamilton (YHM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yhm/ord/hamilton-to-chicago)
-   [Flights from Halifax (YHZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yhz/ord/halifax-to-chicago)
-   [Flights from Kamloops (YKA) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yka/ord/kamloops-to-chicago)
-   [Flights from Kitchener (YKF) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ykf/ord/kitchener-to-chicago)
-   [Flights from Kelowna (YLW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ylw/ord/kelowna-to-chicago)
-   [Flights from Ottawa (YOW) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yow/ord/ottawa-to-chicago)
-   [Flights from Peterborough (YPQ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ypq/ord/peterborough-to-chicago)
-   [Flights from Québec (YQB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqb/ord/quebec-to-chicago)
-   [Flights from Windsor (YQG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqg/ord/windsor-to-chicago)
-   [Flights from Moncton (YQM) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqm/ord/moncton-to-chicago)
-   [Flights from Regina (YQR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqr/ord/regina-to-chicago)
-   [Flights from Thunder Bay (YQT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yqt/ord/thunder-bay-to-chicago)
-   [Flights from Sudbury (YSB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ysb/ord/sudbury-to-chicago)
-   [Flights from Saint John (YSJ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ysj/ord/saint-john-to-chicago)
-   [Flights from Toronto (YTZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ytz/ord/toronto-to-chicago)
-   [Flights from Montreal (YUL) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yul/ord/montreal-to-chicago)
-   [Flights from Vancouver (YVR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yvr/ord/vancouver-to-chicago)
-   [Flights from Winnipeg (YWG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/ywg/ord/winnipeg-to-chicago)
-   [Flights from Saskatoon (YXE) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yxe/ord/saskatoon-to-chicago)
-   [Flights from London (YXU) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yxu/ord/london-to-chicago)
-   [Flights from Abbotsford (YXX) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yxx/ord/abbotsford-to-chicago)
-   [Flights from North Bay (YYB) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyb/ord/north-bay-to-chicago)
-   [Flights from Calgary (YYC) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyc/ord/calgary-to-chicago)
-   [Flights from Charlottetown (YYG) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyg/ord/charlottetown-to-chicago)
-   [Flights from Victoria (YYJ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyj/ord/victoria-to-chicago)
-   [Flights from St. John's (YYT) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyt/ord/st-johns-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)
-   [Flights from Sarnia (YZR) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yzr/ord/sarnia-to-chicago)

\*Available to Expedia members.