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O'Hare Intl

$99+ Cheap flights from Milwaukee (MKE) to O'Hare Intl (ORD)

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORD
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
1 adult, Economy
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Cheap flight deals from Milwaukee to O'Hare Intl

Cheapest flights from Milwaukee to O'Hare Intl
Explore the most affordable flight options available from Milwaukee to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.

This United Airlines deal was found by Cheapflights users on 5/11. 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 6/97:27 am
MKE
-
ORD
Nonstop1h 02m
United Airlines
Tue 6/161:30 pm
ORD
-
MKE
Nonstop1h 06m
United Airlines
Deal found 5/11$197
This American Airlines deal was found by Cheapflights users on 5/13. 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 6/175:00 am
MKE
-
ORD
Nonstop1h 12m
American Airlines
Wed 6/249:20 pm
ORD
-
MKE
Nonstop1h 04m
American Airlines
Deal found 5/13$201
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Tue 8/258:43 am
MKE
-
ORD
1 stop14h 31m
Frontier
Wed 9/94:49 pm
ORD
-
MKE
1 stop26h 26m
Frontier
Deal found 5/12$206
This American Airlines deal was found by Cheapflights users on 5/10. 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.
Sun 6/146:13 am
MKE
-
ORD
Nonstop1h 17m
American Airlines
Tue 6/165:21 pm
ORD
-
MKE
Nonstop0h 59m
American Airlines
Deal found 5/10$208
This American Airlines deal was found by Cheapflights users on 5/10. 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 6/91:28 pm
MKE
-
ORD
Nonstop1h 15m
American Airlines
Thu 6/119:20 pm
ORD
-
MKE
Nonstop1h 04m
American Airlines
Deal found 5/10$214
This American Airlines deal was found by Cheapflights users on 5/13. 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 8/138:20 am
MKE
-
ORD
Nonstop1h 19m
American Airlines
Thu 8/206:51 am
ORD
-
MKE
Nonstop0h 58m
American Airlines
Deal found 5/13$217
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/66:20 am
MKE
-
ORD
Nonstop1h 10m
United Airlines
Sat 6/136:29 pm
ORD
-
MKE
Nonstop1h 11m
United Airlines
Deal found 5/9$218
This American Airlines deal was found by Cheapflights users on 5/13. 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 6/115:00 am
MKE
-
ORD
Nonstop1h 12m
American Airlines
Sun 6/146:59 pm
ORD
-
MKE
Nonstop0h 59m
American Airlines
Deal found 5/13$219
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sat 10/1011:35 am
MKE
-
ORD
Nonstop1h 05m
American Airlines
Sat 10/179:40 am
ORD
-
MKE
Nonstop1h 06m
American Airlines
Deal found 5/11$227
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 8/811:29 am
MKE
-
ORD
Nonstop1h 11m
American Airlines
Sun 8/910:00 am
ORD
-
MKE
Nonstop0h 59m
American Airlines
Deal found 5/13$228
This American Airlines deal was found by Cheapflights users on 5/12. 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 5/266:08 am
MKE
-
ORD
Nonstop1h 19m
American Airlines
Fri 6/511:59 am
ORD
-
MKE
Nonstop0h 58m
American Airlines
Deal found 5/12$248

Find flight deals from Milwaukee to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) 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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(American Airlines)

One-way from

$99
(American Airlines)

Popular in

May

Cheapest in

January

Average price

$404

Good round-trip deal

$400 or less

Good one-way deal

$202 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Chicago O'Hare Intl flights.
Search Deals
From Milwaukee-Mitchell to Chicago O'Hare Intl
Search Deals
One-way flight from Milwaukee-Mitchell to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Milwaukee-Mitchell to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Milwaukee-Mitchell to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 2,558,603 searches. Data last updated May 14, 2026.
Use the filters below to find and compare flights from Milwaukee to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 6/9

7:27 am-8:29 am

Nonstop1h 02m

Chicago O'Hare Intl

Tue 6/16

1:30 pm-2:36 pm

Nonstop1h 06m

$197

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 6/17

1:28 pm-2:43 pm

Nonstop1h 15m

Chicago O'Hare Intl

Wed 6/24

9:20 pm-10:24 pm

Nonstop1h 04m

$197

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 8/25

8:43 am-11:14 pm

1 stop14h 31m

Chicago O'Hare Intl

Wed 9/9

4:49 pm-7:15 pm

1 stop26h 26m

$206

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Thu 8/6

8:20 am-9:39 am

Nonstop1h 19m

Chicago O'Hare Intl

Thu 8/13

11:50 am-12:47 pm

Nonstop0h 57m

$218

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Fri 6/5

5:00 am-6:12 am

Nonstop1h 12m

Chicago O'Hare Intl

Sat 6/13

6:59 pm-7:58 pm

Nonstop0h 59m

$219
Quickest round-trip

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 6/2

7:27 am-8:29 am

Nonstop1h 02m

Chicago O'Hare Intl

Wed 6/3

9:20 pm-10:21 pm

Nonstop1h 01m

$267

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 8/11

12:18 pm-9:47 pm

1 stop9h 29m

Chicago O'Hare Intl

Wed 8/19

6:25 am-7:37 pm

1 stop13h 12m

$365

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 8/12

9:22 am-9:47 pm

1 stop12h 25m

Chicago O'Hare Intl

Wed 8/19

8:28 am-7:37 pm

1 stop11h 09m

$365

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 8/11

12:18 pm-9:47 pm

1 stop9h 29m

Chicago O'Hare Intl

Thu 8/20

8:28 am-7:37 pm

1 stop11h 09m

$395

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Wed 8/19

5:00 am-6:10 am

Nonstop1h 10m

Chicago O'Hare Intl

Wed 8/26

1:21 pm-11:37 pm

1 stop10h 16m

$431

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Milwaukee 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 Milwaukee to O'Hare Intl in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-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 Milwaukee-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-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 Milwaukee-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 Milwaukee to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Milwaukee with our price prediction graph.
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 Milwaukee to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Milwaukee to Chicago O'Hare Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Chicago O'Hare Intl Airport (average of $179). Flying from Milwaukee to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $404). 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 MKE to ORD?

Find hourly flight availability from Milwaukee 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 May 14, 2026.

It’s typically best to fly out from Milwaukee to Chicago O'Hare Intl Airport in the morning. Doing so could potentially save you 37% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Milwaukee to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to O'Hare Intl. Price data was last updated on May 9, 2026.

Travelers seeking maximum savings on their Milwaukee to Chicago O'Hare Intl Airport flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Milwaukee to Chicago O'Hare Intl Airport?

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 May 14, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Milwaukee 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.
United Airlines
7.4
Good
9,711 reviews

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,711 reviews
United Airlines
7.4
Good
9,711 reviews

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
American Airlines
7.1
Good
11,664 reviews
United Airlines
7.4
Good
9,711 reviews

Food

6.6

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee 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.

  • What airport do you fly from for flights from Milwaukee to Chicago O'Hare Intl?

    If you book a flight to Chicago O'Hare Intl from Milwaukee, you will be flying from Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee. There are 58 flights from Milwaukee-Mitchell to Chicago O'Hare Intl per day from 2 different airlines.

  • How long is the flight from Milwaukee to Chicago O'Hare Intl Airport?

    A quick flight from Milwaukee to Chicago O'Hare Intl Airport can take about 1h 02m. United Airlines provides one of the quickest options available for as low as $197. Milwaukee and Chicago O'Hare Intl Airport are separated by a distance of 67 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Milwaukee to Chicago O'Hare Intl Airport round-trip?

    American Airlines, at $179, was found to be the cheapest airline from Milwaukee to Chicago O'Hare Intl Airport. An alternate airline flying to your destination would be United Airlines. American Airlines is currently priced 25% below the average price you’ll pay for this route.

  • What are the most reliable airlines from Milwaukee to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Milwaukee to Chicago O'Hare Intl Airport consider choosing Alaska Airlines (59%), Aer Lingus (59%) or Envoy Air (57%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Milwaukee to Chicago O'Hare Intl Airport?

    On average you can expect to pay $874 for a flight from Milwaukee to Chicago O'Hare Intl Airport. The cheapest flight overall is $137 while the most popular route, (Milwaukee-Mitchell - Chicago O'Hare Intl) is currently priced at $208.

  • Can I find deals for flights from Milwaukee to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Milwaukee to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to O'Hare Intl.

  • Can I find deals for business class flights from Milwaukee to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Milwaukee to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Milwaukee to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Chicago O'Hare Intl Airport (average of $179). Flying from Milwaukee to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $404). 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.

See more FAQs

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 locations
Rosemont
Schaumburg
Naperville
Benton Harbor
Delavan
Oakbrook Terrace
Lake Geneva
Gurnee
Downers Grove
Des Plaines
Hoffman Estates
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Arlington Heights
Northbrook

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Top 2 airlines flying from Milwaukee to O'Hare Intl

Discover the top 2 airlines that operate flights from Milwaukee 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 2,558,603 searches. Data last updated May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$179FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$179Average$224FlexibilityNo cancel feeOn-time69%

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