$154+ Cheap flights from Madison (MSN) to O'Hare Intl (ORD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORD
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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Find cheap flights from Madison to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Madison to O'Hare Intl
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Cheapest flights from Madison to O'Hare IntlExplore the most affordable flight options available from Madison to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
Explore the most affordable flight options available from Madison to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 14, 2026.
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/119:43 am -
Nonstop1h 17m
Sun 12/1310:09 pm -
Nonstop1h 10m
Deal found 10/10![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:15 am -
Nonstop1h 25m
Wed 11/187:00 pm -
Nonstop1h 07m
Deal found 10/13![American Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:25 am -
Nonstop1h 19m
Thu 12/245:59 am -
Nonstop1h 10m
Deal found 10/11![United Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 pm -
Nonstop1h 22m
Wed 11/184:40 pm -
Nonstop1h 14m
Deal found 10/14![United Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:17 pm -
Nonstop1h 20m
Sat 10/311:49 pm -
Nonstop1h 06m
Deal found 10/12![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:39 pm -
Nonstop1h 20m
Wed 10/285:54 pm -
Nonstop1h 13m
Deal found 10/11![United Airlines logo]()
$334
This American Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/249:27 am -
Nonstop1h 28m
Fri 1/89:30 am -
Nonstop1h 30m
Deal found 10/11![American Airlines logo]()
$351
This deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:00 am -
Nonstop1h 10m
Mon 10/2610:05 pm -
Nonstop1h 02m
Deal found 10/14![United Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:53 am -
Nonstop1h 17m
Tue 11/176:55 am -
Nonstop1h 15m
Deal found 10/13![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:25 am -
Nonstop1h 19m
Sun 11/84:40 pm -
Nonstop1h 14m
Deal found 10/11![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:04 pm -
Nonstop1h 25m
Sun 10/186:59 am -
Nonstop1h 12m
Deal found 10/10![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:00 am -
Nonstop1h 10m
Sun 1/36:05 pm -
Nonstop1h 17m
Deal found 10/12![United Airlines logo]()
$389
Best flights from Madison to O'Hare IntlDiscover carefully curated flight deals from Madison to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Madison to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:02 am -
Nonstop1h 28m
Thu 11/1911:00 pm -
Nonstop1h 16m
Deal found 10/12![American Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1410:42 am -
Nonstop1h 15m
Sat 11/288:00 pm -
Nonstop1h 06m
Deal found 10/14![United Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:45 pm -
Nonstop1h 15m
Sat 12/1210:09 pm -
Nonstop1h 10m
Deal found 10/13![American Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:25 am -
Nonstop1h 19m
Sun 11/84:40 pm -
Nonstop1h 14m
Deal found 10/10![United Airlines logo]()
$379
This deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/247:06 pm -
Nonstop1h 19m
Sun 11/297:20 am -
Nonstop1h 16m
Deal found 10/10![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:43 pm -
Nonstop1h 22m
Sat 10/318:41 am -
Nonstop1h 16m
Deal found 10/11![United Airlines logo]()
$519
Last-minute flights from Madison to O'Hare IntlDiscover last-minute flight deals from Madison to O'Hare Intl. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to O'Hare Intl. Data last updated October 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:53 am -
Nonstop1h 17m
Tue 11/176:55 am -
Nonstop1h 15m
Deal found 10/13![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:00 am -
Nonstop1h 10m
Sun 1/36:05 pm -
Nonstop1h 17m
Deal found 10/12![United Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:00 am -
Nonstop1h 10m
Mon 10/197:52 pm -
Nonstop1h 08m
Deal found 10/11![United Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:00 am -
Nonstop1h 14m
Tue 10/2710:30 am -
Nonstop1h 17m
Deal found 10/14![American Airlines logo]()
$400
This deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:00 am -
Nonstop1h 10m
Mon 10/2610:05 pm -
Nonstop1h 02m
Deal found 10/14![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:39 pm -
Nonstop1h 20m
Wed 10/285:54 pm -
Nonstop1h 13m
Deal found 10/11![United Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:25 am -
Nonstop1h 19m
Thu 12/245:59 am -
Nonstop1h 10m
Deal found 10/11![United Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:17 pm -
Nonstop1h 20m
Sat 10/311:49 pm -
Nonstop1h 06m
Deal found 10/12![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:15 am -
Nonstop1h 25m
Wed 11/187:00 pm -
Nonstop1h 07m
Deal found 10/13![American Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:25 am -
Nonstop1h 19m
Sun 11/84:40 pm -
Nonstop1h 14m
Deal found 10/11![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 pm -
Nonstop1h 22m
Wed 11/184:40 pm -
Nonstop1h 14m
Deal found 10/14![United Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:02 am -
Nonstop1h 28m
Thu 11/1911:00 pm -
Nonstop1h 16m
Deal found 10/12![American Airlines logo]()
$289
One-way flights from Madison to O'Hare IntlSearch for one-way flight options from Madison to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Madison to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1510:30 am -
2 stops32h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 pm -
2 stops15h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1210:38 am -
2 stops20h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:00 pm -
1 stop21h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1610:38 am -
2 stops26h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:10 pm -
2 stops37h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$188
Find flight deals from Madison to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to O'Hare Intl (ORD). 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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (American Airlines) |
One-way from | $154 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $400 |
Good round-trip deal | $388 or less |
Good one-way deal | $311 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to O'Hare Intl 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 7,457,451 searches. Data last updated October 14, 2026.
Use the filters below to find and compare flights from Madison to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sat 12/12
6:04 pm-10:52 pm
1 stop28h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$190
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sun 1/10
6:00 pm-11:50 am
2 stops17h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$204
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Fri 12/11
2:50 pm-9:04 am
1 stop18h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$208
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Fri 11/13
7:49 pm-1:59 pm
2 stops18h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Thu 11/12
6:00 pm-12:51 pm
2 stops42h 51m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
Quickest round-trip
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sat 11/14
5:00 am-6:20 am
Nonstop1h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Tue 1/12
3:30 pm-8:43 am
1 stop17h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Mon 12/14
7:56 pm-11:44 am
1 stop15h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Mon 11/16
7:49 pm-11:48 am
1 stop15h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
MadisonChicago
MSN Madison Truax Field - ORD Chicago O'Hare Intl
MSNORD
Madison Truax Field
Sat 11/14
6:30 am-4:41 pm
1 stop10h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Madison to O'Hare Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to O'Hare Intl in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Madison with our price prediction graph.
MSN-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Madison to Chicago O'Hare Intl Airport
Prices
Airlines
What is the cheapest month to book a flight from Madison to Chicago O'Hare Intl Airport?
Currently, February is the cheapest month in which you can book a flight from Madison to Chicago O'Hare Intl Airport (average of $224). Flying from Madison to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $492). 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.
What is the cheapest time of day to fly from MSN to ORD?
Find hourly flight availability from Madison to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 14, 2026.
It’s typically best to fly out from Madison to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 24% on the flight price compared to flying in the evening, which is usually more expensive.
What is the cheapest day to fly from Madison to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Madison to O'Hare Intl. Price data was last updated on October 10, 2026.
Travelers seeking maximum savings on their Madison to Chicago O'Hare Intl Airport flight should consider departing on Saturday mornings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 14, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Madison to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Overall
7.4
Food
6.7
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Overall
7.4
Food
6.7
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Overall
7.4
Food
6.7
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Madison to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsBenton Harbor
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Racine
Janesville
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Top 2 airlines flying from Madison to O'Hare Intl
Discover the top 2 airlines that operate flights from Madison to O'Hare Intl. 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 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$219 | Average$362 | FlexibilityNo cancel fee | On-time71% |