
$62 Cheap flight deals from Chicago (CHI) to Madison (BDR)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Chicago to Madison
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $62 One Way, $123 Round Trip from Chicago to Madison
Prices starting at $123 for return flights and $62 for one-way flights to Madison were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Madison economy flight packages

Quality Suites Stratford
Dec 18 - Dec 20
Chicago (ORD) to New Haven (HVN)
Reviewed on Nov 14, 2026

More About Flying To Madison from Chicago
Route Information for Flights from Chicago to Madison
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BDR |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Madison
Getting a spectacularly low fare on Chicago to Madison flights is always possible when you use Orbitz as your personal travel planner. Orbitz is your essential travel resource for low cost flights from Chicago to Madison, discount hotel accommodations, cheap car rentals, and more.
Research and Book Chicago to Madison Flights on the Go
Our free cutting-edge mobile apps for iPad, Android, and iPhone make it easy to find the best fares when researching and booking flights from Chicago to Madison. You can also use the apps to check your flight status, find baggage claims details, and get exclusive mobile discount rates on car rentals and hotels.
Earn Miles and Points for Your Frequent Flyer Program
Build up points or miles for your frequent flyer plan with qualifying Chicago to Madison flights. Simply add your frequent flyer number when booking your domestic or international flights or enter the numbers in your Orbitz account profile to automatically add them to your bookings.
Flight Alerts Take the Hassle out of Travel
You can get email, SMS text, or voicemail updates regarding any major changes to your flights from Chicago to Madison. These free alerts can also be sent to as many as six additional contacts, ensuring that your friends, colleagues, or family are aware of changes to your arrival time.
Stay in Your Budget and Still Get Great Accommodations
Orbitz shoppers can access affordable vacation packages and have the option of booking their departure and arrival flights through different airlines, making travel less costly and more convenient. The best prices on flights from Chicago to Madisonare always found on Orbitz.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Los Angeles
- Chicago to Dallas
- Chicago to New Orleans
- Chicago to Washington
- Chicago to London
- Chicago to Paris
- Chicago to Rome
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Sacramento
- Chicago to Montreal
- Chicago to Kansas City
- Chicago to Atlantic City
- Chicago to Hartford
Madison Airports
More Destinations
- Flights from Boston to Westbrook
- Flights from Denver to Westbrook
- Flights from Los Angeles to Westbrook
- Flights from Miami to Westbrook
- Flights from New York to Westbrook
- Flights from Birmingham to Westbrook
- Flights from Savannah to Westbrook
- Flights from Chicago to Essex
- Flights from Miami to Essex
- Flights from Minneapolis - St. Paul to Essex
- Flights from Montreal to Essex
- Flights from Nashville to Essex
- Flights from Phoenix to Essex
- Flights from Portland to Essex
- Flights from Raleigh to Essex
- Flights from Salt Lake City to Essex
- Flights from Seattle to Essex
- Flights from Washington to Essex
- Flights from Manhattan to Essex
- Flights from Omaha to Essex
- Flights from Accra to Essex
- Flights from Rochester to Essex
- Flights from Bakersfield to Essex
- Flights from Hilton Head Island to Essex
- Flights from Des Moines to Essex
- Flights from Fort Lauderdale to Essex
- Flights from Newark to Essex
- Flights from Milwaukee to Essex
- Flights from Little Rock to Essex
- Flights from Spokane to Essex
- Flights from Lincoln to Essex
- Flights from Greensboro to Essex
- Flights from Knoxville to Essex
- Flights from Birmingham to Essex
- Flights from Tampa to Essex
- Flights from Fayetteville to Essex
- Flights from Newport News to Essex
- Flights from Cleveland to Hamden
- Flights from London to Hamden
- Flights from Minneapolis - St. Paul to Hamden
- Flights from New Orleans to Hamden
- Flights from Phoenix to Hamden
- Flights from Raleigh to Hamden
- Flights from Montego Bay to Hamden
- Flights from Bakersfield to Hamden
- Flights from Fort Lauderdale to Hamden
- Flights from Newark to Hamden
- Flights from Atlantic City to Hamden
- Flights from Panama City to Hamden
- Flights from Pensacola to Hamden
- Flights from Madison to Hamden
- Flights from Fort Wayne to Hamden
- Flights from Lexington to Hamden
- Flights from Binghamton to Hamden
- Flights from Augusta to Hamden
- Flights from Greenville - Spartanburg to Hamden
- Flights from Mumbai to Hamden
- Flights from Newport News to Hamden
- Flights from Lubbock to Hamden
- Flights from Yuma to Hamden
- Flights from El Paso to Branford
- Flights from Wilmington to Branford
- Flights from Boston to Branford
- Flights from Chicago to Branford
- Flights from Cleveland to Branford
- Flights from Denver to Branford
- Flights from Las Vegas to Branford
- Flights from Minneapolis - St. Paul to Branford
- Flights from Nashville to Branford
- Flights from New York to Branford
- Flights from Orlando to Branford
- Flights from Portland to Branford
- Flights from St. Louis to Branford
- Flights from Toronto to Branford
- Flights from Vancouver to Branford
- Flights from Providence to Branford
- Flights from Roanoke to Branford
- Flights from Sofia to Branford
- Flights from Amarillo to Branford
- Flights from Pittsburgh to Branford
- Flights from Fort Lauderdale to Branford
- Flights from Richmond to Branford
- Flights from Atlantic City to Branford
- Flights from Tulsa to Branford
- Flights from Milwaukee to Branford
- Flights from Buffalo to Branford
- Flights from Allentown to Branford
- Flights from Knoxville to Branford
- Flights from Jacksonville to Branford
- Flights from Augusta to Branford
- Flights from State College to Branford
- Flights from Columbia to Branford
- Flights from College Station to Branford
- Flights from Denver to New Haven
- Flights from New Orleans to New Haven
- Flights from New York to New Haven
- Flights from St. Louis to New Haven
- Flights from Newark to New Haven
- Flights from Louisville to New Haven
- Flights from Lexington to New Haven
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.
