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

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 15% of their flights experiencing any sort of delay.

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

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

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

Tuesday 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.

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

Historically, on average around 17% 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 128 minutes.

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

260 flights are operational weekly from United States to Chicago Midway Airport as of December 2025. The most popular departure day for this route is Thu, with 22% of flights per week taking off on this day.

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 58% 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.

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

37 flights are operational daily from United States to Chicago Midway Airport as of December 2025. The most popular departure time for this route is 10:00PM, with 35% of flights per day taking off at noon.

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

On average, it takes 2h 48m 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 52m.

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

As of December 2025, 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.

$41 Cheap Flights from United States to Chicago Midway Airport in 2025/26

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Find the cheapest flights from the United States to Chicago

Round-trip

One-way

Last minute

Direct

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

Enter your travel dates to find the best prices.

10:57 am - 12:05 pm

ATL

MDW

2h 08mnonstop

5:01 pm - 8:15 pm

MDW

ATL

2h 14mnonstop

$73Frontier

Wed, Jan 21 - Fri, Jan 23

1:15 pm - 3:33 pm

DFW

MDW

2h 18mnonstop

11:05 am - 1:48 pm

MDW

DFW

2h 43mnonstop

$83Frontier

Fri, Jan 9 - Thu, Jan 15

1:15 pm - 3:33 pm

DFW

MDW

2h 18mnonstop

9:15 am - 12:05 pm

MDW

DFW

2h 50mnonstop

$84Frontier

Fri, Jan 9 - Mon, Jan 12

11:37 am - 1:53 pm

DFW

MDW

2h 16mnonstop

8:15 am - 11:05 am

MDW

DFW

2h 50mnonstop

$85Frontier

Fri, Feb 27 - Mon, Mar 2

2:49 pm - 2:06 pm

EWR

MDW

24h 17m1 stop

6:30 pm - 9:30 pm

MDW

EWR

2h 00mnonstop

$118Multiple Airlines

Tue, Jan 6 - Tue, Jan 13

10:30 pm - 12:02 am

EWR

MDW

2h 32mnonstop

8:19 pm - 11:30 pm

MDW

EWR

26h 11m2 stops

$126Multiple Airlines

Thu, Jan 15 - Sun, Jan 18

8:15 pm - 9:25 pm

BWI

MDW

2h 10mnonstop

5:15 pm - 8:10 pm

MDW

BWI

1h 55mnonstop

$139Southwest

Thu, Jan 15 - Sun, Jan 18

9:00 am - 10:40 am

LGA

MDW

2h 40mnonstop

7:15 pm - 10:20 pm

MDW

LGA

2h 05mnonstop

$139Southwest

Thu, Jan 15 - Sun, Jan 18

5:45 am - 10:32 am

HOU

MDW

4h 47m1 stop

11:21 am - 4:10 pm

MDW

HOU

4h 49m1 stop

$197Delta

Sat, Jan 10 - Sat, Jan 17

5:45 am - 10:27 am

HOU

MDW

4h 42m1 stop

11:21 am - 4:10 pm

MDW

HOU

4h 49m1 stop

$207Delta

Wed, Jan 7 - Wed, Jan 14

Frontier flights from United States to Chicago Midway Airport

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

Frontier

Jan 21

ATL10:57 amAtlanta Hartsfield-Jackson

2h 08m

MDW12:05 pmChicago Midway

Jan 23

MDW5:01 pmChicago Midway

2h 14m

ATL8:15 pmAtlanta Hartsfield-Jackson

$73

Find similar

Frontier

Jan 9

DFW1:15 pmDallas/Fort Worth

2h 18m

MDW3:33 pmChicago Midway

Jan 15

MDW11:05 amChicago Midway

2h 43m

DFW1:48 pmDallas/Fort Worth

$83

Find similar

Frontier

Jan 9

DFW1:15 pmDallas/Fort Worth

2h 18m

MDW3:33 pmChicago Midway

Jan 12

MDW9:15 amChicago Midway

2h 50m

DFW12:05 pmDallas/Fort Worth

$84

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

Jan 15

BWI8:15 pmBaltimore/Washington

2h 10m

MDW9:25 pmChicago Midway

Jan 18

MDW5:15 pmChicago Midway

1h 55m

BWI8:10 pmBaltimore/Washington

$139

Find similar

Southwest

Jan 7

LGA6:00 amNew York LaGuardia

2h 40m

MDW7:40 amChicago Midway

Jan 9

MDW5:55 pmChicago Midway

2h 05m

LGA9:00 pmNew York LaGuardia

$148

Find similar

Southwest

Jan 7

BWI5:50 pmBaltimore/Washington

2h 10m

MDW7:00 pmChicago Midway

Jan 14

MDW9:50 amChicago Midway

1h 50m

BWI12:40 pmBaltimore/Washington

$149

Find similar

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

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Wed 1/21

10:57 am-12:05 pm

Nonstop2h 08m

Chicago Midway

Fri 1/23

5:01 pm-8:15 pm

Nonstop2h 14m

$73

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/9

1:15 pm-3:33 pm

Nonstop2h 18m

Chicago Midway

Thu 1/15

11:05 am-1:48 pm

Nonstop2h 43m

$83

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/9

1:15 pm-3:33 pm

Nonstop2h 18m

Chicago Midway

Mon 1/12

9:15 am-12:05 pm

Nonstop2h 50m

$84

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 2/27

11:37 am-1:53 pm

Nonstop2h 16m

Chicago Midway

Mon 3/2

8:15 am-11:05 am

Nonstop2h 50m

$85

NewarkChicago

EWR - MDW

EWRMDW

Newark

Tue 1/6

2:49 pm-2:06 pm

1 stop24h 17m

Chicago Midway

Tue 1/13

6:30 pm-9:30 pm

Nonstop2h 00m

$118

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 1/15

10:30 pm-12:02 am

Nonstop2h 32m

Chicago Midway

Sun 1/18

8:19 pm-11:30 pm

2 stops26h 11m

$126

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Thu 1/15

8:15 pm-9:25 pm

Nonstop2h 10m

Chicago Midway

Sun 1/18

5:15 pm-8:10 pm

Nonstop1h 55m

$139

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Thu 1/15

9:00 am-10:40 am

Nonstop2h 40m

Chicago Midway

Sun 1/18

7:15 pm-10:20 pm

Nonstop2h 05m

$139

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 1/10

5:45 am-10:32 am

1 stop4h 47m

Chicago Midway

Sat 1/17

11:21 am-4:10 pm

1 stop4h 49m

$197

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/7

5:45 am-10:27 am

1 stop4h 42m

Chicago Midway

Wed 1/14

11:21 am-4:10 pm

1 stop4h 49m

$207

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

Airlines

Delays

Other information

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 $188. 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, 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 $267. 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 $416.

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 $228 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $357. 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

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	$60
Fastest flight time	1h 00m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from United States in the past 72 hours is $60. The best round-trip flight deal from United States to Chicago Midway Airport found on momondo in the last 72 hours is $69.

The fastest flight from United States to Chicago Midway Airport takes 1h 00m

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?
As of December 2025, 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 (14.32% of total bookings). The next most popular plane models are Boeing 737-800 (11.52%), Airbus A320neo (10.84%), and Boeing 737-800 Passenger/BBJ2 (winglets) (10.66%).

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 $59	Free Cancellation	Rating 5.8 3,084 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $67	Free Cancellation	Rating 6.3 8,175 reviews	Search Spirit Airlines flights
Delta	PriceFrom $114	Free Cancellation	Rating 7.9 8,008 reviews	Search Delta flights
Southwest	PriceFrom $117	Free Cancellation	Rating 7.9 4,252 reviews	Search Southwest flights
United Airlines	PriceFrom $118	Free Cancellation	Rating 7.4 9,095 reviews	Search United Airlines flights
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.2 11,048 reviews	Search American Airlines flights

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Valparaiso

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Munster

Chesterton

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Porter

Griffith

Saint John

Why use momondo?

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

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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.

An easier way to manage your Chicago Midway Airport trip

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Cheap flights from the United States to Chicago from $41

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 1/15. 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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Frontier flights from United States to Chicago Midway Airport

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Use the filters below to find and compare flights from the United States to Chicago Midway Airport that are best for you.

See travel insights to Chicago from

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?

Fly from Atlanta Hartsfield-Jackson 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.

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

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

What airlines fly to Chicago Midway Airport?

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

Historically, on average around 17% 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 128 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.

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

Tuesday 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.

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

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 15% of their flights experiencing any sort of delay.

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

37 flights are operational daily from United States to Chicago Midway Airport as of December 2025. The most popular departure time for this route is 10:00PM, with 35% of flights per day taking off at noon.

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

260 flights are operational weekly from United States to Chicago Midway Airport as of December 2025. The most popular departure day for this route is Thu, with 22% of flights per week taking off on this day.

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

Best Price Found

Fastest flight time

Direct flights

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

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?

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

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