Title: Cheap Flights from Ann Arbor (ARB) 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Ann Arbor (ARB) to Chicago (MDW) - [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 Ann Arbor, MI (ARB-Ann Arbor Municipal) to Chicago Midway Airport (MDW) - ![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:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:arb,to:mdw,departure:20/10/2025TANYT&leg2=from:mdw,to:arb,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) ![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) Flight from Ann Arbor to Chicago (ARB - MDW) route information | Origin airport | Ann Arbor Municipal | | --- | --- | | Destination airport | Midway Intl. | | Distance | 331 km | ## Ann Arbor to Chicago Flights **The easy way to book your flights from Ann Arbor to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Ann Arbor whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 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 Ann Arbor to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Ann Arbor Municipal, ARB to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from Ann Arbor to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Ann Arbor currently is just rising to .   Here are more money-saving tips:  - Fly in 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 Ann Arbor**  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 ARB to Chicago Airport? > Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip flights from ARB to Chicago Airport start from . Make your booking today to score the best price for your exciting adventure. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from ARB to Midway Intl. Airport (MDW)? > Each air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from ARB to Chicago Airport that have flexible change policies? > Flights from ARB to Midway Airport with flexible change policies are available from several airlines. Simply use our "No change fees" filter when searching. You'll only need to pay the cost difference between flights, with no added fees to worry about. ### How far is the flight from ARB to Chicago Airport? > The flight distance from ARB (ARB) to Midway Intl. Airport (MDW) (MDW) is 330 kilometres. You'll be walking down the air bridge and picking up your bags from the carousel before you know it. ### Which airlines fly direct from ARB to Midway Airport? > Unfortunately, there are no airlines that fly direct between ARB and Chicago Airport. You'll have to book a flight with one or more stops. ### Are ARB to Chicago Airport flight tickets cheaper when they're purchased at the last minute? > Booking your trip from ARB to Chicago Airport at the last minute could be your ticket to a fantastic deal. However, you might miss out on a flight altogether! If you'd rather err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to 12 months in advance. 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