Title: CA $524 Cheap Flights from Milan (MXP) to Chicago (ORD) - Expedia.ca

  

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# CA $524 Cheap Flights from Milan (MXP) to Chicago (ORD)

[View CA $524 flight on Tue, Nov 18, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MXP,to:ORD,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:523.50&airProductToken=AQpqCjMI1KABEgM4MjcY7H0gi5IBKM21_QIw_Lb9AjhUQABYAWoHRElTQ0lOVHIIVEYwRFNJMDkKMwjUoAESAzI0MxiLkgEgrhworb79AjDswv0COFRAAFgBagdESVNDSU5UcghURjBEU0kwORIKCAEQARgBKgJUUBgBIgQIARABKAIoAygEMA0)

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

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## Popular airlines from Malpensa International Airport (MXP) to Chicago O'Hare International Airport (ORD)

-   ![Lufthansa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg)
    
    Lufthansa
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LH"}}])
-   ![Swiss International Air Lines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LX.svg)
    
    Swiss International Air Lines
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LX"}}])
-   ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg)
    
    British Airways
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BA"}}])
-   ![LOT-Polish Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LO.svg)
    
    LOT-Polish Airlines
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LO"}}])
-   ![Turkish Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TK.svg)
    
    Turkish Airlines
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TK"}}])
-   ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg)
    
    Air Canada
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}])
-   ![TAP Portugal](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TP.svg)
    
    TAP Portugal
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:mxp,to:ord,departure:22/10/2025TANYT&leg2=from:ord,to:mxp,departure:29/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TP"}}])

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## Cheap flights from Milan (MXP) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $524 for one-way flights and CA $749 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

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

Sun, Apr 12 - Sun, Apr 19

MXP

Milan

ORD

Chicago

CA $749

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:12/04/2026TANYT&leg2=from:ORD,to:MXP,departure:19/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:748.10&airProductToken=AQpECiAI1KABEgM4MjkY7H0gi5IBKKKPigMw1pCKAzhPQABYAQogCNSgARIDMjQzGIuSASCuHCj4kooDMKiXigM4T0ABWAEKRAogCNSgARIDMjQ0GK4cIIuSASiA54oDMOrqigM4T0AAWAEKIAjUoAESAzgyNBiLkgEg7H0o-OyKAzCd7ooDOE9AAVgBEgoIARABGAEqAlRQGAEiBAgBEAEoBDAB)

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

Thu, Nov 13 - Sun, Nov 16

MXP

Milan

ORD

Chicago

CA $754

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:MXP,departure:16/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:753.90&airProductToken=AQpqCjMI1KABEgM4MjcY7H0gi5IBKK39_AIw4f78AjhPQABYAWoHRElTQ0lOVHIIT0YwRFNJSDcKMwjUoAESAzI0MxiLkgEgrhwoq4b9AjDliv0COE9AAFgBagdESVNDSU5UcghPRjBEU0lINwpqCjMI1KABEgMyNDQYrhwgi5IBKNGj_QIwrKf9AjhPQABYAWoHRElTQ0lOVHIIT0YwRFNJSDcKMwjUoAESAzgyMhiLkgEg7H0omLH9AjC9sv0COE9AAFgBagdESVNDSU5UcghPRjBEU0lINxIKCAEQARgBKgJUUBgBIgQIARABKAIoAygEMA0)

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

Wed, Apr 8 - Tue, Apr 14

MXP

Milan

ORD

Chicago

CA $763

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:08/04/2026TANYT&leg2=from:ORD,to:MXP,departure:14/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:762.40&airProductToken=AQpCCh8IxpIBEgM1OTEY7H0giikomOeJAzDb6IkDOE9AAFgBCh8IxpIBEgM4NTMYiikgrhwo-fKJAzDP9okDOE9AAVgBCkIKHwjGkgESAzg1MhiuHCCKKSi1r4oDMPCxigM4T0AAWAEKHwjGkgESAzU5MBiKKSDsfSj8sooDMLK1igM4T0ABWAESCggBEAEYASoCRkkYASIECAEQASgEMAE)

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

Thu, Nov 13 - Sun, Nov 16

MXP

Milan

ORD

Chicago

CA $786

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:MXP,departure:16/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:785.88&airProductToken=AQplCjEI05YBEgQxNjg2GOx9IOI7KKf6_AIwqfv8AjhUQABYAWoFTElHSFRyCFRMRVU2R0hUCjAI05YBEgM5NDMY4jsgrhwo4Pv8AjCVgP0COFRAAVgBagVMSUdIVHIIVExFVTZHSFQKZAowCNOWARIDOTQ0GK4cIOI7KJCj_QIw9ab9AjhUQABYAWoFTElHSFRyCFRMRVU2R0hUCjAI05YBEgM2ODcY4jsg7H0ohar9AjCCq_0COFRAAVgBagVMSUdIVHIIVExFVTZHSFQSCggBEAEYASoCU0sYASIECAEQASgCKAMoBDAB)

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

Sat, Apr 11 - Sun, Apr 12

MXP

Milan

ORD

Chicago

CA $870

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:11/04/2026TANYT&leg2=from:ORD,to:MXP,departure:12/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:869.70&airProductToken=AQpDCh8IxJgBEgMyODcY7H0gqVEowIWKAzDhiYoDOEVAAFgBCiAIxJgBEgQ1NzgzGKlRIK4cKLiLigMw6YyKAzhFQAFYAQpECiAIxJgBEgQ4NzU3GK4cIOIwKO6XigMw05uKAzhFQABYAQogCMSYARIEODM4NRjiMCDsfSjNnYoDMKeeigM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE)

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

Thu, Nov 13 - Sun, Nov 16

MXP

Milan

ORD

Chicago

CA $940

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:MXP,departure:16/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:939.20&airProductToken=AQpoCjIIwoIBEgQxNTgzGOx9IKlRKPX5_AIwlf78AjhPQABYAWoFTk9CQUdyCU9MTjdDOEJXUAoyCMKCARIENDcwMBipUSCuHCic__wCMNGA_QI4T0ABWAFqBU5PQkFHcglPTE43QzhCV1AKaAoyCMKCARIDMjk2GK4cIOuJASihpP0CMPen_QI4T0AAWAFqBU5PQkFHcglPTE43QzhCNFAKMgjCggESAzU4NhjriQEg7H0o4qn9AjDfqv0COE9AAVgBagVOT0JBR3IJT0xON0M4QjRQEgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0)

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

Thu, Nov 13 - Sun, Nov 16

MXP

Milan

ORD

Chicago

CA $965

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:MXP,departure:16/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:964.08&airProductToken=AQprCjQIzJABEgQ1NjM3GOx9IKUEKPT7_AIwxPz8AjhLQABYAWoIRUNPTElHSFRyCEtMUTZEWEJRCjMIzJABEgM0MzIYpQQgrhwomf38AjDdgf0COEtAAVgBaghFQ09MSUdIVHIIS0xRNkRYQlEKNgo0CMyQARIEODg3MRiuHCDsfSiXpP0CMJWo_QI4S0AAWAFqCEVDT0xJR0hUcghLTFE2RFhCURIKCAIQARgCKgJMSBgBIgQIARABKAIoAygEMAs)

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

Tue, Apr 7 - Mon, Apr 13

MXP

Milan

ORD

Chicago

CA $971

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:07/04/2026TANYT&leg2=from:ORD,to:MXP,departure:13/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:970.60&airProductToken=AQpDCh8IwYIBEgMxOTkY7H0gqVEowtmJAzDe3YkDOEJAAFgBCiAIwYIBEgQxMDczGKlRIK4cKMveiQMw79-JAzhCQAFYAQpECh8IwYIBEgI5OBiuHCDriQEo06WKAzCfqYoDOEJAAFgBCiEIwYIBEgQ3MTg4GOuJASDsfSi1qooDMLyrigM4T0ABWAESCggBEAEYASoCQUEYASIECAEQASgEMAE)

![Swiss International Air Lines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LX.gif)

Thu, Nov 13 - Sun, Nov 16

MXP

Milan

ORD

Chicago

CA $981

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:MXP,departure:16/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:980.48&airProductToken=AQppCjQIzLABEgQxNjEzGOx9ILk8KIT6_AIwxfr8AjhLQABYAWoIRUNPTElHSFRyCEtMUTZEWEJRCjEIzLABEgE4GLk8IK4cKJr7_AIw_P_8AjhLQAFYAWoIRUNPTElHSFRyCEtMUTZEWEJRCmkKMQjMsAESATkYrhwguTwo8qL9AjCEp_0COEtAAFgBaghFQ09MSUdIVHIIS0xRNkRYQlEKNAjMsAESBDE2MjgYuTwg7H0on6j9AjDWqP0COEtAAVgBaghFQ09MSUdIVHIIS0xRNkRYQlESCggCEAEYAioCTFgYASIECAEQASgCKAMoBDAL)

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

Thu, Nov 13 - Sun, Nov 16

MXP

Milan

ORD

Chicago

CA $982

Roundtrip

found 3 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MXP,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:MXP,departure:16/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:981.28&airProductToken=AQo2CjQIzJABEgQ3ODEyGOx9IK4cKI38_AIw5YD9AjhLQABYAWoIRUNPTElHSFRyCEtMUTZEWEJRCjYKNAjMkAESBDg4NzEYrhwg7H0ol6T9AjCVqP0COEtAAFgBaghFQ09MSUdIVHIIS0xRNkRYQlESCggCEAEYAioCTEgYASIECAEQASgCKAMoBDAL)

## Find the cheapest month to fly from Milan (MXP) to Chicago (ORD)

### September is typically the cheapest month to fly

From CA $557 - CA $1,201 per traveller.

Flight from Milan to Chicago (MXP - ORD) route information

| Origin airport | Malpensa Intl. |
| --- | --- |
| Destination airport | O'Hare Intl. |
| Roundtrip price | CA $748 |
| Distance | 7216 km |
| Average flight time | 9 hours 50 mins |

## Milan to Chicago Flights

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

With Expedia, it’s simple to find and book flights to Chicago from Milan 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 Air Canada, Austrian, Swiss, Lufthansa, United Airlines nonstop flights to O'Hare 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 Milan to Chicago today, tomorrow, or this week.  

**Save dollars with cheap flights from Malpensa Intl., MXP to O'Hare Intl., ORD** 

Sort your search results by price to find great deals on your flight from Milan to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Milan currently is just CA $749 rising to CA $997.  

Here are more money-saving tips: 

-   Fly in April 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 Milan** 

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.

## Frequently asked questions

### How much is a flight from MXP to ORD?

> If you're travelling from Milan Malpensa Airport to O'Hare Intl. Airport (ORD), round-trip flights start from CA $749. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don't delay. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.

### Do I need to pay a cancellation fee if I cancel my flight from Milan Malpensa Airport to ORD?

> We get that things come up unexpectedly, so we've made it as hassle-free as possible for you to cancel your flight online. Just visit the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions.

### How do I find cheap flights from Milan Malpensa Airport to ORD that have flexible change policies?

> Select our "No change fees" filter to find flexible ticketing options for your flight from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD). This allows you to lock in a fantastic price ahead of time and still have the freedom to make changes without any additional fees. Keep in mind that you'll need to cover the fare difference.

### How many hours is the flight from Milan Malpensa Airport to ORD?

> To comfortably pass the 15 hours and 26 minutes flight time between Malpensa Intl. Airport (MXP) and O'Hare Intl. Airport (ORD), it's smart to prepare before you leave home. A tablet filled with your favourite TV shows is a terrific start.

### How far is the flight from Milan Malpensa Airport to O'Hare Airport?

> With around 7,300 kilometres separating Ferno and Chicago, your flight will be a long one. Pack wisely and make your journey comfortable. Simple things like warm clothes and some noise-cancelling headphones can make a big difference.

### Which airlines fly direct from Milan Malpensa Airport to O'Hare Airport?

> A popular option with many travellers, United Airlines (UA) operates 0 monthly flights from Milan Malpensa Airport to O'Hare Airport. Pick the one that fits with your travel schedule and book your ticket today.

### Are Malpensa Intl. Airport (MXP) to ORD flight tickets cheaper when they're purchased at the last minute?

> Last-minute planners can occasionally score a bargain, with some super cheap airfares from Milan Malpensa Airport to O'Hare Intl. Airport (ORD) appearing a few weeks before the departure date. If you'd rather plan ahead of time, Expedia compares and updates the best flight deals frequently — as early as 12 months in advance in some cases. It depends on the carrier though, as not all airlines release prices that far in advance.

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-   [Flights from Ann Arbor (ARB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/arb/mdw/ann-arbor-to-chicago)
-   [Flights from Aspen (ASE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ase/mdw/aspen-to-chicago)
-   [Flights from Atlanta (ATL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/atl/mdw/atlanta-to-chicago)
-   [Flights from Aurora (AUZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/auz/mdw/aurora-to-chicago)
-   [Flights from Hartford (BDL) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bdl/chi/hartford-to-chicago)
-   [Flights from León (BJX) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bjx/mdw/leon-to-chicago)
-   [Flights from Bellingham (BLI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bli/mdw/bellingham-to-chicago)
-   [Flights from Belleville (BLV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/blv/chi/belleville-to-chicago)
-   [Flights from Boston (BOS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bos/mdw/boston-to-chicago)
-   [Flights from Burlington (BTV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/btv/chi/burlington-to-chicago)
-   [Flights from Burlington (BTV) to Chicago (MDW)](https://www.expedia.ca/lp/flights/btv/mdw/burlington-to-chicago)
-   [Flights from Buffalo (BUF) to Chicago (CHI)](https://www.expedia.ca/lp/flights/buf/chi/buffalo-to-chicago)
-   [Flights from Buffalo (BUF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/buf/mdw/buffalo-to-chicago)
-   [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bwi/mdw/baltimore-to-chicago)
-   [Flights from Blaine (BWS) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bws/chi/blaine-to-chicago)
-   [Flights from Belize City (BZE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bze/mdw/belize-city-to-chicago)
-   [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/chs/mdw/charleston-to-chicago)
-   [Flights from Cleveland (CLE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/cle/mdw/cleveland-to-chicago)
-   [Flights from Danville (DAN) to Chicago (CHI)](https://www.expedia.ca/lp/flights/dan/chi/danville-to-chicago)
-   [Flights from Delhi (DEL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/del/mdw/delhi-to-chicago)
-   [Flights from Des Moines (DSM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dsm/mdw/des-moines-to-chicago)
-   [Flights from Detroit (DTW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dtw/mdw/detroit-to-chicago)
-   [Flights from Detroit (DTW) to Chicago (PWK)](https://www.expedia.ca/lp/flights/dtw/pwk/detroit-to-chicago)
-   [Flights from Exeter (EXT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ext/chi/exeter-to-chicago)
-   [Flights from Fishers Island (FID) to Chicago (MDW)](https://www.expedia.ca/lp/flights/fid/mdw/fishers-island-to-chicago)
-   [Flights from Flint (FNT) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/fnt/ugn/flint-to-waukegan)
-   [Flights from Green Bay (GRB) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/grb/ugn/green-bay-to-waukegan)
-   [Flights from Grand Rapids (GRR) to Chicago (PWK)](https://www.expedia.ca/lp/flights/grr/pwk/grand-rapids-to-chicago)
-   [Flights from Gary (GYY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/gyy/chi/gary-to-chicago)
-   [Flights from Niagara Falls (IAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/iag/chi/niagara-falls-to-chicago)
-   [Flights from Niagara Falls (IAG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/iag/mdw/niagara-falls-to-chicago)
-   [Flights from Wilmington (ILM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ilm/chi/wilmington-to-chicago)
-   [Flights from Indianapolis (IND) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ind/chi/indianapolis-to-chicago)
-   [Flights from Nakhon Phanom (KOP) to Chicago (MDW)](https://www.expedia.ca/lp/flights/kop/mdw/nakhon-phanom-to-chicago)
-   [Flights from Las Vegas (LAS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/las/mdw/las-vegas-to-chicago)
-   [Flights from Los Angeles (LAX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/lax/chi/los-angeles-to-chicago)
-   [Flights from Montego Bay (MBJ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mbj/mdw/montego-bay-to-chicago)
-   [Flights from Orlando (MCO) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mco/mdw/orlando-to-chicago)
-   [Flights from Michigan City (MGC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mgc/mdw/michigan-city-to-chicago)
-   [Flights from Muscle Shoals (MSL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/msl/mdw/muscle-shoals-to-chicago)
-   [Flights from Minneapolis (MSP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/msp/chi/minneapolis-to-chicago)
-   [Flights from New York (NYC) to Chicago (CHI)](https://www.expedia.ca/lp/flights/nyc/chi/new-york-to-chicago)
-   [Flights from Omaha (OMA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/oma/mdw/omaha-to-chicago)
-   [Flights from Chicago (ORD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ord/chi/chicago-to-chicago)
-   [Flights from Philadelphia (PHL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/phl/mdw/philadelphia-to-chicago)
-   [Flights from Pueblo (PUB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/pub/mdw/pueblo-to-chicago)
-   [Flights from Punta Cana (PUJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/puj/chi/punta-cana-to-chicago)
-   [Flights from Roanoke (ROA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/roa/mdw/roanoke-to-chicago)
-   [Flights from Selinsgrove (SEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/seg/mdw/selinsgrove-to-chicago)
-   [Flights from Sacramento (SMF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/smf/mdw/sacramento-to-chicago)
-   [Flights from St. Louis (STL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/stl/mdw/st-louis-to-chicago)
-   [Flights from Newburgh (SWF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/swf/mdw/newburgh-to-chicago)
-   [Flights from Sydney (SYD) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syd/mdw/sydney-to-chicago)
-   [Flights from Syracuse (SYR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syr/mdw/syracuse-to-chicago)
-   [Flights from Fort Leonard Wood (TBN) to Chicago (MDW)](https://www.expedia.ca/lp/flights/tbn/mdw/fort-leonard-wood-to-chicago)
-   [Flights from Ua Pou (UAP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/uap/chi/ua-pou-to-chicago)
-   [Flights from Fort Frances (YAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yag/chi/fort-frances-to-chicago)
-   [Flights from Brandon (YBR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ybr/mdw/brandon-to-chicago)
-   [Flights from Nanaimo (YCD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycd/chi/nanaimo-to-chicago)
-   [Flights from St. Catharines (YCM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycm/chi/st-catharines-to-chicago)
-   [Flights from Edmonton (YEA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yea/chi/edmonton-to-chicago)
-   [Flights from Edmonton (YEG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yeg/chi/edmonton-to-chicago)
-   [Flights from Edmonton (YEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yeg/mdw/edmonton-to-chicago)
-   [Flights from Flin Flon (YFO) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yfo/chi/flin-flon-to-chicago)
-   [Flights from Hamilton (YHM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yhm/mdw/hamilton-to-chicago)
-   [Flights from Kamloops (YKA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yka/chi/kamloops-to-chicago)
-   [Flights from Kelowna (YLW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ylw/mdw/kelowna-to-chicago)
-   [Flights from Montreal (YMQ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ymq/chi/montreal-to-chicago)
-   [Flights from Ottawa (YOW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yow/mdw/ottawa-to-chicago)
-   [Flights from Peterborough (YPQ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ypq/mdw/peterborough-to-chicago)
-   [Flights from Québec (YQB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqb/mdw/quebec-to-chicago)
-   [Flights from Regina (YQR) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqr/chi/regina-to-chicago)
-   [Flights from Regina (YQR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqr/mdw/regina-to-chicago)
-   [Flights from Gander (YQX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqx/chi/gander-to-chicago)
-   [Flights from Sudbury (YSB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ysb/mdw/sudbury-to-chicago)
-   [Flights from Timmins (YTS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yts/mdw/timmins-to-chicago)
-   [Flights from Toronto (YTZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago)
-   [Flights from Montreal (YUL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yul/mdw/montreal-to-chicago)
-   [Flights from Winnipeg (YWG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ywg/mdw/winnipeg-to-chicago)
-   [Flights from Winnipeg (YWG) to Chicago (PWK)](https://www.expedia.ca/lp/flights/ywg/pwk/winnipeg-to-chicago)
-   [Flights from Whitehorse (YXY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yxy/chi/whitehorse-to-chicago)
-   [Flights from Calgary (YYC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyc/mdw/calgary-to-chicago)
-   [Flights from Victoria (YYJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyj/chi/victoria-to-chicago)
-   [Flights from St. John's (YYT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyt/chi/st-johns-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (PWK)](https://www.expedia.ca/lp/flights/yyz/pwk/toronto-to-chicago)

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