HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Chicago (CHI) to Madison (MSN) from $110

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — MSN
May 12 — May 191
From?
To?
Sun 5/12
Sun 5/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Cheap flight deals from Chicago to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 7, 2024.

Popular in

December

Cheapest in

July

Average price

$227

Round-trip from

$335
High demand for flights, 36% potential price rise
Search Deals
Best time to find cheap flights, 42% potential price drop
Search Deals
Average for round-trip flights in May 2024
Search Deals
From Chicago (CHI) to Madison Truax Field
Search Deals

What is the cheapest day to fly round-trip from Chicago to Madison?

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Madison. Check prices with Cheapflights to find a great deal for your trip.

What is the cheapest month to fly from Chicago to Madison?

July can be a great time to fly to Madison from Chicago with a flight ticket averaging about $273. Cheapflights users have found deals in the month of July for as cheap as $148. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago to Madison (CHI - MSN)?

A simple way to save on the total cost of your ticket is to fly from Chicago to Madison in the morning. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight in the afternoon.

Cheap American Airlines flights from Chicago to Madison

Explore cheap flight options specifically provided by American Airlines for the route between Chicago and Madison. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Consider these cheap American Airlines flights we've found departing from Chicago to Madison. Make sure to check back often as deals are often changing.
Wed 6/511:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Wed 6/1211:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$239
Tue 6/48:42 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Tue 6/116:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/5$245
Tue 6/119:55 amORD - MSN
Nonstop1h 08mAmerican Airlines
Tue 6/186:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$249
Sun 7/2811:10 amORD - MSN
Nonstop1h 01mAmerican Airlines
Tue 7/304:22 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 5/7$264
Thu 6/611:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Thu 6/1311:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$279
Mon 5/208:42 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Thu 5/2311:45 amMSN - ORD
Nonstop1h 01mAmerican Airlines
Deal found 5/6$409
Thu 6/611:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Thu 6/66:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$459
Wed 8/219:45 amORD - MSN
1 stop5h 51mAmerican Airlines
Thu 8/226:50 amMSN - ORD
1 stop5h 24mAmerican Airlines
Deal found 5/6$467
Fri 5/1710:16 amORD - MSN
Nonstop1h 01mAmerican Airlines
Mon 5/206:30 amMSN - ORD
Nonstop0h 59mAmerican Airlines
Deal found 5/6$489

Cheap Delta flights from Chicago to Madison

Explore cheap flight options specifically provided by Delta for the route between Chicago and Madison. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Take a gander at the lowest prices we've found on Delta flights from Chicago to Madison. Deals are refreshing constantly so come back soon for more options.
Tue 6/119:20 amORD - MSN
1 stop13h 36mDelta
Tue 6/186:02 amMSN - ORD
1 stop13h 38mDelta
Deal found 5/6$374
Tue 8/275:59 pmMDW - MSN
1 stop14h 44mDelta
Sat 8/315:25 pmMSN - MDW
1 stop15h 19mDelta
Deal found 5/6$394
Tue 6/116:05 amORD - MSN
1 stop16h 51mDelta
Wed 6/196:02 amMSN - ORD
1 stop15h 55mDelta
Deal found 5/6$404
Tue 8/271:35 pmORD - MSN
1 stop7h 39mDelta
Sat 8/3110:45 amMSN - ORD
1 stop10h 26mDelta
Deal found 5/5$424
Sat 6/812:35 pmORD - MSN
1 stop8h 47mDelta
Tue 6/186:02 amMSN - ORD
1 stop13h 38mDelta
Deal found 5/6$425
Tue 6/119:20 amORD - MSN
1 stop13h 36mDelta
Fri 6/216:02 amMSN - ORD
1 stop10h 55mDelta
Deal found 5/6$442
Tue 6/119:20 amORD - MSN
1 stop8h 30mDelta
Sun 6/166:02 amMSN - ORD
1 stop8h 57mDelta
Deal found 5/6$453

Cheap Chicago to Madison flights in May & June 2024

Find cheap flight options from Chicago to Madison specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 7, 2024.
Check out some of the best flight deals from Chicago to Madison in 2024. More deals are always being added, so be sure to check back regularly.
Wed 6/511:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Wed 6/1211:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$239
Tue 6/48:42 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Tue 6/116:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/5$245
Tue 6/119:55 amORD - MSN
Nonstop1h 08mAmerican Airlines
Tue 6/186:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$249
Thu 6/611:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Thu 6/1311:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$279
Wed 6/129:00 amORD - MSN
Nonstop1h 05mUnited Airlines
Tue 6/186:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$309
Tue 6/118:10 pmORD - MSN
Nonstop1h 02mUnited Airlines
Mon 6/176:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$324
Sat 6/88:10 pmORD - MSN
Nonstop1h 02mUnited Airlines
Sat 6/156:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$339
Fri 6/143:35 pmORD - MSN
Nonstop1h 03mUnited Airlines
Wed 6/196:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$343
Fri 6/143:35 pmORD - MSN
Nonstop1h 03mUnited Airlines
Thu 6/208:35 amMSN - ORD
Nonstop1h 11mUnited Airlines
Deal found 5/6$358

Chicago to Madison 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Madison in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Check out some of the best flight deals from Chicago to Madison in 2024. More deals are always being added, so be sure to check back regularly.
Wed 6/511:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Wed 6/1211:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$239
Tue 6/48:42 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Tue 6/116:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/5$245
Tue 6/119:55 amORD - MSN
Nonstop1h 08mAmerican Airlines
Tue 6/186:18 pmMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$249
Sun 7/2811:10 amORD - MSN
Nonstop1h 01mAmerican Airlines
Tue 7/304:22 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 5/7$264
Thu 6/611:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Thu 6/1311:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$279
Wed 6/129:00 amORD - MSN
Nonstop1h 05mUnited Airlines
Tue 6/186:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$309
Tue 6/118:10 pmORD - MSN
Nonstop1h 02mUnited Airlines
Mon 6/176:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$324
Sat 6/88:10 pmORD - MSN
Nonstop1h 02mUnited Airlines
Sat 6/156:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$339
Fri 6/143:35 pmORD - MSN
Nonstop1h 03mUnited Airlines
Wed 6/196:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/6$343

Non-stop flights to Madison from Chicago

Discover non-stop flight options from Chicago to Madison. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
For a quicker trip, book one of these direct flights from Chicago to Madison. Select from other flights from Chicago to Madison by using the search form above.
Tue 6/45:50 pmORD - MSN
Nonstop1h 08mUnited Airlines
Tue 6/115:29 pmMSN - ORD
Nonstop1h 06mUnited Airlines
Deal found 5/7$239
Wed 8/215:16 pmORD - MSN
Nonstop0h 53mAmerican Airlines
Thu 8/228:00 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/6$249
Sun 7/2811:10 amORD - MSN
Nonstop1h 01mAmerican Airlines
Tue 7/304:22 pmMSN - ORD
Nonstop1h 13mAmerican Airlines
Deal found 5/7$264
Thu 6/611:04 amORD - MSN
Nonstop0h 58mAmerican Airlines
Thu 6/1311:30 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/7$279
Mon 6/35:02 pmORD - MSN
Nonstop0h 58mAmerican Airlines
Fri 6/75:35 amMSN - ORD
Nonstop1h 00mAmerican Airlines
Deal found 5/7$306
Mon 5/208:42 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Thu 5/2311:45 amMSN - ORD
Nonstop1h 01mAmerican Airlines
Deal found 5/7$489

Chicago to Madison flights leaving soon

Find last-minute flight options from Chicago to Madison for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Users seeking a last-minute flight from Chicago to Madison should consider booking one of these fares. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 5/153:40 pmORD - MSN
Nonstop1h 00mUnited Airlines
Fri 5/316:20 amMSN - ORD
Nonstop1h 03mUnited Airlines
Deal found 5/7$399
Wed 5/1510:35 amORD - MSN
Nonstop0h 55mUnited Airlines
Fri 5/318:55 amMSN - ORD
1 stop15h 04mUnited Airlines
Deal found 5/6$472
Wed 5/153:40 pmORD - MSN
Nonstop1h 00mUnited Airlines
Fri 5/313:05 pmMSN - ORD
1 stop18h 30mUnited Airlines
Deal found 5/7$487
Fri 5/1710:16 amORD - MSN
Nonstop1h 01mAmerican Airlines
Mon 5/206:30 amMSN - ORD
Nonstop0h 59mAmerican Airlines
Deal found 5/6$489
Mon 5/135:02 pmORD - MSN
Nonstop0h 58mAmerican Airlines
Fri 5/176:30 amMSN - ORD
Nonstop0h 59mAmerican Airlines
Deal found 5/6$509
Fri 5/175:02 pmORD - MSN
Nonstop0h 58mAmerican Airlines
Mon 5/206:11 pmMSN - ORD
1 stop5h 48mAmerican Airlines
Deal found 5/6$511
Mon 5/133:20 pmORD - MSN
1 stop7h 03mAmerican Airlines
Fri 5/176:30 amMSN - ORD
Nonstop0h 59mAmerican Airlines
Deal found 5/6$517
Wed 5/155:15 amORD - MSN
1 stop4h 58mAmerican Airlines
Fri 5/317:00 amMSN - ORD
1 stop5h 40mAmerican Airlines
Deal found 5/6$519
Mon 5/135:00 amORD - MSN
1 stop15h 48mUnited Airlines
Fri 5/173:25 pmMSN - ORD
1 stop18h 07mUnited Airlines
Deal found 5/6$641

One-way flights to Madison from Chicago

Search for one-way flight options from Chicago to Madison. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Users in need of a one-way flight from Chicago to Madison can choose from these deals. Users in need of a round-trip flight from Chicago to Madison instead should update the search form at the top of page.
Sat 8/39:30 pmORD - MSN
Nonstop1h 02mUnited Airlines
Deal found 5/6$110
Wed 7/172:55 pmORD - MSN
Nonstop1h 00mAmerican Airlines
Deal found 5/6$125
Thu 7/1811:10 amORD - MSN
Nonstop1h 01mAmerican Airlines
Deal found 5/7$140
Mon 5/208:42 pmORD - MSN
Nonstop1h 04mAmerican Airlines
Deal found 5/6$205
Mon 5/209:14 amORD - MSN
Nonstop1h 05mUnited Airlines
Deal found 5/6$235
Fri 5/246:51 pmORD - MSN
Nonstop1h 09mAmerican Airlines
Deal found 5/6$249
Thu 5/166:51 pmORD - MSN
Nonstop1h 09mAmerican Airlines
Deal found 5/6$255
Tue 5/2112:15 pmORD - MSN
1 stop5h 11mAmerican Airlines
Deal found 5/6$257
Mon 5/205:00 amORD - MSN
1 stop5h 45mAmerican Airlines
Deal found 5/6$258

Find flights from Chicago to Madison within your budget

Customize your flight search to find flights from Chicago to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$239 - $374

Route

Depart

Return

Price

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 6/5

Nonstop0h 58m

Madison Truax Field

Wed 6/12

Nonstop1h 00m

$239

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 6/4

Nonstop1h 04m

Madison Truax Field

Tue 6/11

Nonstop1h 00m

$245

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 6/11

Nonstop1h 08m

Madison Truax Field

Tue 6/18

Nonstop1h 00m

$249

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sun 7/28

Nonstop1h 01m

Madison Truax Field

Tue 7/30

Nonstop1h 13m

$264

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 6/6

Nonstop0h 58m

Madison Truax Field

Thu 6/13

Nonstop1h 00m

$279

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Wed 6/12

Nonstop1h 05m

Madison Truax Field

Tue 6/18

Nonstop1h 03m

$309

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 6/11

Nonstop1h 02m

Madison Truax Field

Mon 6/17

Nonstop1h 03m

$324

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 6/8

Nonstop1h 02m

Madison Truax Field

Sat 6/15

Nonstop1h 03m

$339

Chicago O'Hare IntlMadison Truax Field

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 6/11

1 stop13h 36m

Madison Truax Field

Tue 6/18

1 stop13h 38m

$374

Flights are sorted by cheapest first

Deals found on 5/6

When is the cheapest time to fly from Chicago to Madison?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Madison. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Madison flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Madison by month

Plan your trip from Chicago to Madison by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Madison is currently $204 while a round-trip flight costs $291. Price data was last updated on May 5, 2024.

Currently, February is the cheapest month in which you can book a flight from Chicago to Madison (average of $335). Flying from Chicago to Madison in June is currently the most expensive (average of $469). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$338

February

$335

March

$406

April

$376

May

$412

June

$469

July

$466

August

$378

September

$381

October

$434

November

$396

December

$364

Temperature and rainfall in Madison by month

Plan your trip to Madison by taking into account the average temperature and rainfall totals by month.

MSN

Temperature

19.4 - 71.6 °F

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated May 7, 2024.
To help decide which airline to fly from Chicago to Madison, see what other customers have to say about American Airlines, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Crew

8.6

Overall

8.1

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,810 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Crew

8.6

Overall

8.1

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
11,073 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Crew

8.6

Overall

8.1

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,686 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Entertainment

8.0

Crew

8.6

Overall

8.1

Comfort

7.9

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Madison from Chicago?

    Most people fly into Madison Truax Field (MSN) if they book a flight to Madison from Chicago. On average, Truax Field has 25 inbound flights from Chicago per day from 2 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • Can I find flights from Chicago to Madison for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Madison for under $300. The cheapest flight booked recently is on American Airlines for just $239, but on average you can expect to pay $348.

  • Are there nonstop flights from Chicago to Madison for under $300 on Cheapflights?

    Cheapflights has at least 6 direct flights from Chicago to Madison under $300. A good price for a nonstop flight from Chicago to Madison is less than $304.

  • Are there last-minute flights available from Chicago to Madison for under $400?

    There are currently 9+ open flights from Chicago to Madison within the next 7 days for less than $400.

  • What days are nonstop flights available from Chicago to Madison?

    You can find nonstop flights on the following days: Tuesday, Wednesday, Thursday, Friday, Saturday.

  • How many flights depart from Chicago to Madison on average per day?

    On average, you can expect to see 8 flights from Chicago to Madison a day.
    Afternoon (Noon - 6pm) - 13% of flight departures
    Evening (6pm - Midnight) - 88% of flight departures

  • How long is the flight from Chicago to Madison?

    There are many flights that can get you from Chicago to Madison in 58m. Fly via American Airlines, United Airlines, or Delta to get the fastest option. The distance between Chicago and Madison is about 109 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Madison round-trip?

    Cheapflights users have booked flights from Chicago to Madison round-trip from $239. Other airlines that can offer you cheap pricing are United Airlines, from $309, and Delta, from $374. You may be able to fly from Chicago to Madison for 12% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Madison one-way?

    $110 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $125 and $422, respectively.

  • What are the most reliable airlines from Chicago to Madison?

    No one likes to see their flight delayed. When booking a flight from Chicago to Madison consider choosing Piedmont Airlines (100%), Republic Airways (96%) or Copa Airlines (96%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Madison?

    On average you can expect to pay $362 for a flight from Chicago to Madison. The cheapest flight overall is $102 while the most popular route, (Chicago O'Hare Intl - Madison Truax Field) is currently priced at $283.

  • What does ORD to MSN mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Madison Truax Field Airport flight would often be abbreviated as a ORD to MSN flight. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Madison that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Madison flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Madison with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Madison flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Madison that include hotel bookings?

    Yes. In addition to deals on Chicago to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Madison.

  • Can I find deals for business class flights from Chicago to Madison?

    Yes. Cheapflights offers flight deals from Chicago to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Madison that allow pets onboard?

    Many airlines flying from Chicago to Madison offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Madison?

    Yes, you can often find last-minute deals on Chicago to Madison flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Madison flight deals updated?

    The Chicago to Madison flight deals you see on this page were last updated on 5/7.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Madison
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Green Bay flights
O'Hare Intl to Milwaukee flights
O'Hare Intl to Appleton flights
O'Hare Intl to Madison flights
St. Louis to Green Bay flights
St. Louis to Milwaukee flights
Midway to Green Bay flights
O'Hare Intl to La Crosse flights
O'Hare Intl to Rhinelander flights
St. Louis to Wausau flights
St. Louis to Madison flights
Midway to Rhinelander flights
Midway to Wausau flights
O'Hare Intl to Wausau flights
Midway to Milwaukee flights
St. Louis to Rhinelander flights
Midway to Madison flights
Springfield to Madison flights
O'Hare Intl to Eau Claire flights
Moline to Madison flights
Midway to La Crosse flights
Bloomington to Madison flights

Top 2 airlines flying from Chicago to Madison

Discover the top 2 airlines that operate flights from Chicago to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$138Average$198FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$165Average$256FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
San Francisco to Houston flights
Austin to Los Angeles flights
Los Angeles to New Delhi flights
Chicago to Barcelona flights
Dallas to Miami flights
Orlando to Philadelphia flights
USA to Sweden flights
Los Angeles to Atlanta flights
Los Angeles to Manila flights
USA to Dubai flights
Washington, D.C. to Paris flights
Chicago to Missoula flights

Search flights from Chicago to Madison by cabin class

Find flights from Chicago to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Chicago to Madison

Find hourly flight availability from Chicago to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 7, 2024.
1%of flight departuresEarly morningMidnight to 6 am
25%of flight departuresMorning6 am to noon
47%of flight departuresAfternoonNoon to 6 pm
27%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Madison

Explore weekly flight availability from Chicago to Madison. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 7, 2024.
Sunday30daily flights
Monday30daily flights
Tuesday21daily flights
Wednesday21daily flights
Thursday30daily flights
Friday27daily flights
Saturday17daily flights

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Ordu/Giresun
Flights to Hakodate
Flights to Gazipasa
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Bourgas
Flights to Kalamata
Flights to Menorca/Mahon
Flights to Mytilene
Flights to Mason City
Flights to Pau Pyrénées
Flights to Neiva La Marguita
Flights to Cortez Montezuma County
Flights to Biarritz Parme
Flights to Parikia Paros
Flights to Ohrid
Flights to Edremit/Korfez
Flights to Naxos
Flights to Dalaman
Flights to Lublin
Flights to Miyakojima Hirara
Flights to Champaign University-Willard
Flights to Kagoshima
Flights to Constanţa Mihail Kogalniceanu

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Madison?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chicago to Madison. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Madison?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Madison for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to Madison with no change fees?

Certainly. Search results for flights to Madison from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Chicago to Madison become cheaper?

Yes! Start tracking prices for Chicago to Madison flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines