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Cheap flights from the United States to Chicago from $34

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United States to Chicago departing on 10/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from the United States to Chicago

Recent round-trip flight deals from the United States to Chicago

Frontier Logo
10:22 pm - 11:17 pmATL-MDW
1h 55mnonstop
Frontier Logo
6:20 am - 9:27 amMDW-ATL
2h 07mnonstop
$59Frontier
Find Deal
Sat, Sep 27 - Mon, Sep 29
Frontier Logo
10:22 pm - 11:17 pmATL-MDW
1h 55mnonstop
Frontier Logo
8:00 am - 10:58 amMDW-ATL
1h 58mnonstop
$69Frontier
Find Deal
Sat, Oct 4 - Tue, Oct 7
Frontier Logo
3:02 pm - 4:00 pmATL-MDW
1h 58mnonstop
Frontier Logo
9:00 am - 11:58 amMDW-ATL
1h 58mnonstop
$73Frontier
Find Deal
Mon, Sep 15 - Wed, Sep 17
Frontier Logo
10:25 pm - 11:20 pmATL-MDW
1h 55mnonstop
Frontier Logo
6:15 am - 9:22 amMDW-ATL
2h 07mnonstop
$74Frontier
Find Deal
Thu, Oct 2 - Sat, Oct 4
Southwest Logo
6:00 am - 7:20 amLGA-MDW
2h 20mnonstop
Southwest Logo
7:05 pm - 10:15 pmMDW-LGA
2h 10mnonstop
$137Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 3
Southwest Logo
9:00 am - 10:25 amLGA-MDW
2h 25mnonstop
Southwest Logo
6:55 am - 9:55 amMDW-LGA
2h 00mnonstop
$142Southwest
Find Deal
Wed, Sep 3 - Sat, Sep 6
Delta Logo
3:29 pm - 9:12 pmEWR-MDW
6h 43m1 stop
Delta Logo
6:17 pm - 11:30 pmMDW-EWR
4h 13m1 stop
$162Delta
Find Deal
Sat, Aug 30 - Sat, Sep 6
Delta Logo
3:30 pm - 9:10 pmEWR-MDW
6h 40m1 stop
Delta Logo
6:00 am - 12:10 pmMDW-EWR
5h 10m1 stop
$167Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24
Allegiant Air Logo
1:22 pm - 6:17 pmIAD-MDW
5h 55m1 stop
Allegiant Air Logo
9:32 am - 3:23 pmMDW-IAD
4h 51m1 stop
$174Allegiant Air
Find Deal
Mon, Aug 18 - Fri, Aug 22
Logo
9:36 am - 8:52 pmLAX-MDW
9h 16m1 stop
Logo
7:03 pm - 9:04 pmMDW-LAX
28h 01m2 stops
$246
Find Deal
Fri, Sep 26 - Mon, Sep 29

Frontier flights from United States to Chicago Midway Airport

Our best Frontier deals on United States to Chicago Midway Airport flight tickets
Frontier
Sep 27
ATL10:22 pmAtlanta Hartsfield-Jackson
1h 55m
MDW11:17 pmChicago Midway
Sep 29
MDW6:20 amChicago Midway
2h 07m
ATL9:27 amAtlanta Hartsfield-Jackson
$59
Find similar
Frontier
Oct 4
ATL10:22 pmAtlanta Hartsfield-Jackson
1h 55m
MDW11:17 pmChicago Midway
Oct 7
MDW8:00 amChicago Midway
1h 58m
ATL10:58 amAtlanta Hartsfield-Jackson
$69
Find similar
Frontier
Sep 15
ATL3:02 pmAtlanta Hartsfield-Jackson
1h 58m
MDW4:00 pmChicago Midway
Sep 17
MDW9:00 amChicago Midway
1h 58m
ATL11:58 amAtlanta Hartsfield-Jackson
$73
Find similar

Southwest flights from United States to Chicago Midway Airport

Our best Southwest deals on United States to Chicago Midway Airport flight tickets
Southwest
Sep 3
LGA6:00 amNew York LaGuardia
2h 20m
MDW7:20 amChicago Midway
Sep 3
MDW7:05 pmChicago Midway
2h 10m
LGA10:15 pmNew York LaGuardia
$137
Find similar
Southwest
Sep 3
LGA9:00 amNew York LaGuardia
2h 25m
MDW10:25 amChicago Midway
Sep 6
MDW6:55 amChicago Midway
2h 00m
LGA9:55 amNew York LaGuardia
$142
Find similar
Southwest
Sep 13
LGA7:30 amNew York LaGuardia
2h 20m
MDW8:50 amChicago Midway
Sep 17
MDW5:55 pmChicago Midway
2h 15m
LGA9:10 pmNew York LaGuardia
$147
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from United States to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated August 2, 2025.
Use the filters below to find and compare flights from the United States to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 9/27

10:22 pm-11:17 pm

Nonstop1h 55m

Chicago Midway

Mon 9/29

6:20 am-9:27 am

Nonstop2h 07m

$59

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 10/4

10:22 pm-11:17 pm

Nonstop1h 55m

Chicago Midway

Tue 10/7

8:00 am-10:58 am

Nonstop1h 58m

$69

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Mon 9/15

3:02 pm-4:00 pm

Nonstop1h 58m

Chicago Midway

Wed 9/17

9:00 am-11:58 am

Nonstop1h 58m

$73

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Thu 10/2

10:25 pm-11:20 pm

Nonstop1h 55m

Chicago Midway

Sat 10/4

6:15 am-9:22 am

Nonstop2h 07m

$74

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/3

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

Wed 9/3

7:05 pm-10:15 pm

Nonstop2h 10m

$137

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 9/3

9:00 am-10:25 am

Nonstop2h 25m

Chicago Midway

Sat 9/6

6:55 am-9:55 am

Nonstop2h 00m

$142

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sat 8/30

3:29 pm-9:12 pm

1 stop6h 43m

Chicago Midway

Sat 9/6

6:17 pm-11:30 pm

1 stop4h 13m

$162

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sat 9/20

3:30 pm-9:10 pm

1 stop6h 40m

Chicago Midway

Wed 9/24

6:00 am-12:10 pm

1 stop5h 10m

$167

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 8/18

1:22 pm-6:17 pm

1 stop5h 55m

Chicago Midway

Fri 8/22

9:32 am-3:23 pm

1 stop4h 51m

$174

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Fri 9/26

9:36 am-8:52 pm

1 stop9h 16m

Chicago Midway

Mon 9/29

7:03 pm-9:04 pm

2 stops28h 01m

$246

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from United States to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from United States, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of January, then departing from United States during the month February is also very affordable. Most momondo users find prices during this month for around $221.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from United States. The lowest ticket price found for a Wednesday departure recently was $269. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from United States because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $407.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from United States in the evening is the least expensive time of day to depart. momondo users have found prices as low as $256 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $344. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest United States to Chicago Midway flight route?

Fly from Denver Intl to Chicago Midway for the best United States - Chicago Midway flight prices

What cabin class options are available on United States to Chicago Midway flights?

There are 4 cabin classes available to choose from on United States to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on United States to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between United States to Chicago Midway Airport.

Cheap United States to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from United States to Chicago Midway Airport

Best Price Found

$34

Fastest flight time

1h 54m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from United States in the past 72 hours is $34. The best round-trip flight deal from United States to Chicago Midway Airport found on momondo in the last 72 hours is $59.
The fastest flight from United States to Chicago Midway Airport takes 1h 54m
Direct flights go from United States to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from United States to Chicago Midway Airport?

    Prices for flights from United States to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from United States to Chicago Midway Airport?

  • How old do you have to be to fly from United States to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from United States to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from United States to Chicago Midway Airport?

Best airlines flying from United States to Chicago Midway Airport

Compare and see reviews for airlines that fly from United States to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $57Free CancellationRating
5.8
3,241 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,054 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
8,904 reviews
Search United Airlines flights
DeltaPriceFrom $113Free CancellationRating
8.0
7,983 reviews
Search Delta flights
SouthwestPriceFrom $125Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
American AirlinesPriceFrom $187Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $197Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from United States to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from United States to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from United States to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for United States to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from United States to Chicago?

Once all potential United States to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from United States to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from United States to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport trip

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