--- title: "Chicago to Madison cheap flights (ORD to DXE) - Expedia" description: "Cheap Flights from Chicago (ORD) to Madison (DXE) start at for one-way and for round trip. Earn your airline miles on top of our rewards!" canonical: "https://www.expedia.com/lp/flights/ord/dxe/chicago-to-madison" language: en-US market: US currency: USD prices_as_of: 2026-11-12T17:45:38Z --- # Cheap Flights from Chicago (ORD) to Madison (DXE) ## Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Madison, MS (DXE-Bruce Campbell Field) [American Airlines](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) [United](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) [Southwest Airlines](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) Southw · est Airlines [Delta](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) [Frontier Airlines](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) [JetBlue Airways](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) [Alaska Airlines](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:DXE,departure:11/26/2026TANYT&leg2=from:DXE,to:ORD,departure:12/3/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) ### Be in the know Get alerts if flight prices drop or rise\* ### Book smarter Save up to 30% on select hotels after you book a flight\* ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## Alternative airports near Madison Prices were available within the past 7 days. Prices and availability are subject to change. [Select flight to Evers Intl. JAN. Cheapest option available. Average driving time to city center is 29 minutes. Flights from $873](https://www.expedia.com/Flights-Search?leg1=from:ORD,to:JAN,departure:11/26/2026TANYT&leg2=from:JAN,to:ORD,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 29 min ## Book with confidence ### Chicago to Madison Flights #### The cheapest times to fly from Chicago to Madison On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Madison are during the month of . You can find some of the cheapest flights from Chicago to Madison with Expedia's search tool and vast selection of airlines. #### The best time to book a flight from Chicago to Madison Sunday is one of the best days to book for cheap flights from Chicago to Madison: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. #### How to find cheap round-trip tickets from Chicago to Madison Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Madison in 2026\. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Madison flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Chicago to Madison airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. *\*Terms apply.* *Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages.* ## Frequently Asked Questions ### How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) cost? You can find cheap one-way flights and cheap return flights ORD to DXE with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to DXE ticket fares go up or down. ### What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? The cheapest month to fly from ORD to DXE is when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route. ### Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? Enter ORD to DXE and your travel dates, then apply the 'Nonstop' filter to see only direct flights. ### How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up [Price Tracking](https://www.expedia.com/why/price-tracking) and receive alerts when fares go up or down. ### What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience. ### What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to DXE. To compare more early flights, use the "Early Morning" and "Morning" filters in your search. ### Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? Select the "Business class" and "First class" filters when looking for ORD to DXE flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip. ### How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) flight with Expedia? It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of [One Key™](https://www.expedia.com/welcome-one-key), you can also earn OneKeyCash™\* on top of your airline miles when you book with Expedia. \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands. ### What airports do you fly into for Madison from O'Hare Intl. (ORD)? If you're planning to travel to Madison from O'Hare Intl. (ORD), you can fly into Dane County Regional (MSN) Some flights may connect through major hubs like Indianapolis Intl. (IND), Hopkins Intl. (CLE), Pittsburgh Intl. (PIT) before reaching Madison. Compare routes and airports on Expedia to find the best flight options for your travel plans. ### Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) at the last minute? Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare. ### Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) flight and hotel package? Securing a Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars. ### Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field)? If you booked your Chicago, IL (ORD-O'Hare Intl.) to Madison, MS (DXE-Bruce Campbell Field) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in [your itinerary](https://www.expedia.com/trips) or confirmation email. Or, head to our [Customer Service portal](https://www.expedia.com/helpcenter/) if you'd like more information. ## Travel information | Origin airport | Chicago O'Hare Intl. Airport | | ------------------- | ---------------------------- | | Destination airport | Madison, MS | | Distance | 669 miles away | ## Explore a world of travel with Expedia - [Flights](?equalTargetTab=tab-0) - [Flights from San Antonio (SAT) to Madison (DXE)](https://www.expedia.com/lp/flights/sat/dxe/san-antonio-to-madison) - [Flights from Detroit (DTW) to Jackson (JAN)](https://www.expedia.com/lp/flights/dtw/jan/detroit-to-jackson) - [Flights from Columbus (CMH) to Jackson (JAN)](https://www.expedia.com/lp/flights/cmh/jan/columbus-to-jackson) - [Flights from Grand Rapids (GRR) to Madison (DXE)](https://www.expedia.com/lp/flights/grr/dxe/grand-rapids-to-madison) - [Flights from Baltimore (BWI) to Jackson (JAN)](https://www.expedia.com/lp/flights/bwi/jan/baltimore-to-jackson) - [Flights from Charlotte (CLT) to Madison (DXE)](https://www.expedia.com/lp/flights/clt/dxe/charlotte-to-madison) - [Flights from Chattanooga (CHA) to Jackson (JAN)](https://www.expedia.com/lp/flights/cha/jan/chattanooga-to-jackson) - [Flights from Georgetown (GEO) to Madison (DXE)](https://www.expedia.com/lp/flights/geo/dxe/georgetown-to-madison) - [Flights from Detroit (DTW) to Madison (DXE)](https://www.expedia.com/lp/flights/dtw/dxe/detroit-to-madison) - [Flights from Washington (DCA) to Madison (DXE)](https://www.expedia.com/lp/flights/dca/dxe/washington-to-madison) - [Flights from San Diego (SAN) to Madison (DXE)](https://www.expedia.com/lp/flights/san/dxe/san-diego-to-madison) - [Flights from Portland (PDX) to Jackson (JAN)](https://www.expedia.com/lp/flights/pdx/jan/portland-to-jackson) - [Flights from Norfolk (ORF) to Jackson (JAN)](https://www.expedia.com/lp/flights/orf/jan/norfolk-to-jackson) - [Flights from Frankfurt (FRA) to Madison (DXE)](https://www.expedia.com/lp/flights/fra/dxe/frankfurt-to-madison) - [Flights from Cincinnati (CVG) to Madison (DXE)](https://www.expedia.com/lp/flights/cvg/dxe/cincinnati-to-madison) - [Flights from Atlanta (ATL) to Jackson (JAN)](https://www.expedia.com/lp/flights/atl/jan/atlanta-to-jackson) - [Flights from Huntsville (HSV) to Madison (DXE)](https://www.expedia.com/lp/flights/hsv/dxe/huntsville-to-madison) - [Flights from Pensacola (PNS) to Madison (DXE)](https://www.expedia.com/lp/flights/pns/dxe/pensacola-to-madison) - [Flights from St. Louis (STL) to Madison (DXE)](https://www.expedia.com/lp/flights/stl/dxe/st-louis-to-madison) - [Flights from Houston (IAH) to Jackson (JAN)](https://www.expedia.com/lp/flights/iah/jan/houston-to-jackson) - [Flights from Hartford (BDL) to Madison (DXE)](https://www.expedia.com/lp/flights/bdl/dxe/hartford-to-madison) - [Flights from Pittsburgh (PIT) to Madison (DXE)](https://www.expedia.com/lp/flights/pit/dxe/pittsburgh-to-madison) - [Flights from Raleigh (RDU) to Madison (DXE)](https://www.expedia.com/lp/flights/rdu/dxe/raleigh-to-madison) - [Flights from Kansas City (MCI) to Madison (DXE)](https://www.expedia.com/lp/flights/mci/dxe/kansas-city-to-madison) - [Flights from Orlando (MCO) to Jackson (JAN)](https://www.expedia.com/lp/flights/mco/jan/orlando-to-jackson) - [Flights from Grand Rapids (GRR) to Jackson (JAN)](https://www.expedia.com/lp/flights/grr/jan/grand-rapids-to-jackson) - [Flights from Newark Liberty Intl. 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