How many flights depart from United States to Chicago Midway Airport on average per week?

305 flights are operational weekly from United States to Chicago Midway Airport as of May 2026. The most popular departure day for this route is Thu, with 18% of flights per week taking off on this day.

How often are flights from the United States to Chicago delayed?

Historically, on average around 20% of flights between United States and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 125 minutes.

What is the most punctual flight time for the United States to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

How long does it take to fly to Chicago Midway Airport?

On average, it takes 2h 43m to fly from United States to Chicago Midway Airport if you fly out of New York (the most popular airport in United States) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Boston and into Chicago O'Hare Intl Airport, then the flight time is around 2h 53m.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

What is the cheapest airline that flies from United States to Chicago Midway?

Southwest, Frontier, and Delta are the most popular carriers operating from United States to Chicago Midway

Which airline has the best punctuality record on the United States to Chicago flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 19% of their flights experiencing any sort of delay.

How many flights depart from United States to Chicago Midway Airport on average per day?

43 flights are operational daily from United States to Chicago Midway Airport as of May 2026. The most popular departure time for this route is 3:00PM, with 34% of flights per day taking off at noon.

What airlines fly to Chicago Midway Airport?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from United States according to our data. Southwest is the first choice among our users, with 61% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 6 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

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

As of May 2026, there are 5 operators available to choose from 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.

$43 Cheap Flights from United States to Chicago Midway Airport in 2026

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Find the cheapest flights from the United States to Chicago

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

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9:00 pm - 10:02 pm

ATL

MDW

2h 02mnonstop

6:00 am - 9:09 am

MDW

ATL

2h 09mnonstop

$91Frontier

Mon, Jun 1 - Thu, Jun 4

9:05 pm - 10:08 pm

ATL

MDW

2h 03mnonstop

6:00 am - 9:11 am

MDW

ATL

2h 11mnonstop

$92Frontier

Thu, Aug 13 - Mon, Aug 17

10:05 am - 11:09 am

ATL

MDW

2h 04mnonstop

12:04 pm - 3:18 pm

MDW

ATL

2h 14mnonstop

$93Frontier

Wed, Aug 26 - Wed, Sep 2

9:05 pm - 10:11 pm

ATL

MDW

2h 06mnonstop

12:11 pm - 3:13 pm

MDW

ATL

2h 02mnonstop

$94Frontier

Wed, Jun 24 - Tue, Jul 7

6:00 am - 7:20 am

LGA

MDW

2h 20mnonstop

7:45 pm - 10:55 pm

MDW

LGA

2h 10mnonstop

$177Southwest

Wed, Jun 17 - Tue, Jun 23

3:25 pm - 5:05 pm

LGA

MDW

2h 40mnonstop

5:15 am - 8:15 am

MDW

LGA

2h 00mnonstop

$182Southwest

Fri, Jul 3 - Tue, Jul 7

6:15 am - 1:09 pm

EWR

MDW

7h 54m

1 stop

6:00 am - 2:16 pm

MDW

EWR

7h 16m

1 stop

$197Delta

Tue, Jul 7 - Wed, Jul 8

6:00 am - 9:17 am

EWR

MDW

4h 17m

1 stop

1:27 pm - 7:25 pm

MDW

EWR

4h 58m

1 stop

$202Delta

Wed, Aug 5 - Sun, Aug 9

11:07 am - 10:02 pm

IAD

MDW

11h 55m

1 stop

2:46 pm - 2:16 pm

MDW

IAD

22h 30m

1 stop

$242Multiple Airlines

Fri, May 29 - Sun, Jun 14

6:22 pm - 1:57 pm

IAD

MDW

20h 35m

2 stops

6:00 am - 4:21 pm

MDW

IAD

9h 21m

1 stop

$243Multiple Airlines

Wed, May 27 - Tue, Jun 2

Frontier flights from United States to Chicago Midway Airport

Our best Frontier deals on United States to Chicago Midway Airport flight tickets

Frontier

Jun 1

ATL9:00 pmAtlanta Hartsfield-Jackson

2h 02m

MDW10:02 pmChicago Midway

Jun 4

MDW6:00 amChicago Midway

2h 09m

ATL9:09 amAtlanta Hartsfield-Jackson

$91

Frontier

Aug 13

ATL9:05 pmAtlanta Hartsfield-Jackson

2h 03m

MDW10:08 pmChicago Midway

Aug 17

MDW6:00 amChicago Midway

2h 11m

ATL9:11 amAtlanta Hartsfield-Jackson

$92

Frontier

Aug 26

ATL10:05 amAtlanta Hartsfield-Jackson

2h 04m

MDW11:09 amChicago Midway

Sep 2

MDW12:04 pmChicago Midway

2h 14m

ATL3:18 pmAtlanta Hartsfield-Jackson

$93

Southwest flights from United States to Chicago Midway Airport

Our best Southwest deals on United States to Chicago Midway Airport flight tickets

Southwest

Jun 17

LGA6:00 amNew York LaGuardia

2h 20m

MDW7:20 amChicago Midway

Jun 23

MDW7:45 pmChicago Midway

2h 10m

LGA10:55 pmNew York LaGuardia

$177

Southwest

Jul 3

LGA3:25 pmNew York LaGuardia

2h 40m

MDW5:05 pmChicago Midway

Jul 7

MDW5:15 amChicago Midway

2h 00m

LGA8:15 amNew York LaGuardia

$182

Southwest

May 24

LGA5:55 pmNew York LaGuardia

2h 30m

MDW7:25 pmChicago Midway

May 29

MDW7:50 pmChicago Midway

2h 05m

LGA10:55 pmNew York LaGuardia

$187

momondo Fare Finder

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

Cheapest round-trip

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Mon 6/1

9:00 pm-10:02 pm

Nonstop2h 02m

Chicago Midway

Thu 6/4

6:00 am-9:09 am

Nonstop2h 09m

$91

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Thu 8/13

9:05 pm-10:08 pm

Nonstop2h 03m

Chicago Midway

Mon 8/17

6:00 am-9:11 am

Nonstop2h 11m

$92

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Wed 8/26

10:05 am-11:09 am

Nonstop2h 04m

Chicago Midway

Wed 9/2

12:04 pm-3:18 pm

Nonstop2h 14m

$93

Quickest round-trip

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Wed 6/24

9:05 pm-10:11 pm

Nonstop2h 06m

Chicago Midway

Tue 7/7

12:11 pm-3:13 pm

Nonstop2h 02m

$94

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Wed 6/17

6:00 am-7:20 am

Nonstop2h 20m

Chicago Midway

Tue 6/23

7:45 pm-10:55 pm

Nonstop2h 10m

$177

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Fri 7/3

3:25 pm-5:05 pm

Nonstop2h 40m

Chicago Midway

Tue 7/7

5:15 am-8:15 am

Nonstop2h 00m

$182

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 7/7

6:15 am-1:09 pm

1 stop7h 54m

Chicago Midway

Wed 7/8

6:00 am-2:16 pm

1 stop7h 16m

$197

NewarkChicago

EWR - MDW

EWRMDW

Newark

Wed 8/5

6:00 am-9:17 am

1 stop4h 17m

Chicago Midway

Sun 8/9

1:27 pm-7:25 pm

1 stop4h 58m

$202

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 5/29

11:07 am-10:02 pm

1 stop11h 55m

Chicago Midway

Sun 6/14

2:46 pm-2:16 pm

1 stop22h 30m

$242

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 5/27

6:22 pm-1:57 pm

2 stops20h 35m

Chicago Midway

Tue 6/2

6:00 am-4:21 pm

1 stop9h 21m

$243

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

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

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from United States, with most prices found around $227. If you are unable to visit Chicago Midway Airport during the month of September, then departing from United States during the month October is also very affordable. Most momondo users find prices during this month for around $239.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from United States. The lowest ticket price found for a Tuesday departure recently was $263. 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 $402.

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 $216 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $363. 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 Atlanta Hartsfield-Jackson to Chicago Midway for the best United States - Chicago Midway flight prices

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	$68
Fastest flight time	0h 50m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from United States in the past 72 hours is $68. The best round-trip flight deal from United States to Chicago Midway Airport found on momondo in the last 72 hours is $98.

The fastest flight from United States to Chicago Midway Airport takes 0h 50m

Direct flights go from United States to Chicago Midway Airport every day.

Search flight deals

Frequently asked questions about flying from the United States to Chicago Midway Airport

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?
As of May 2026, there are 5 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from United States to Chicago Midway Airport is Boeing 737 MAX 8 (20.08% of total bookings). The next most popular plane models are Boeing 737-800 (14.67%), Boeing 737-800 Passenger/BBJ2 (winglets) (11.76%), and Airbus A321neo (7.58%).

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
Frontier	PriceFrom $55	Free Cancellation	Rating 5.6 2,951 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $60	Free Cancellation	Rating 6.2 8,626 reviews	Search Spirit Airlines flights
Delta	PriceFrom $88	Free Cancellation	Rating 7.9 8,456 reviews	Search Delta flights
JetBlue	PriceFrom $117	Free Cancellation	Rating 7.1 2,974 reviews	Search JetBlue flights
Southwest	PriceFrom $127	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights
United Airlines	PriceFrom $133	Free Cancellation	Rating 7.4 9,724 reviews	Search United Airlines flights

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Porter

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Saint John

Why use momondo?

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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.

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Cheap flights from the United States to Chicago from $43

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 5/24. 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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How to get the cheapest flight ticket from United States to Chicago Midway Airport

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

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

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

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

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

What is the cheapest airline that flies from United States to Chicago Midway?

What airlines fly to Chicago Midway Airport?

How often are flights from the United States to Chicago delayed?

What is the most punctual flight time for the United States to Chicago flights?

What day of the week experiences the fewest flight delays on this route?

Which airline has the best punctuality record on the United States to Chicago flights?

How many flights depart from United States to Chicago Midway Airport on average per day?

How many flights depart from United States to Chicago Midway Airport on average per week?

How long does it take to fly 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

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Frequently asked questions about flying from the United States to Chicago Midway Airport

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