What is the cheapest airline that flies from North America to Chicago Midway?

Frontier, Southwest, and Delta are the most popular carriers operating from North America to Chicago Midway

How many flights depart from North America to Chicago Midway Airport on average per day?

As of November 2025, there are 58 flights per day flying from North America to Chicago Midway Airport. The most common time of day flights depart is 9:00PM, with 33% of flights taking off in the evening.

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

On average, it takes 3h 24m to fly from North America to Chicago Midway Airport if you fly out of Miami (the most popular airport in North America) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Los Angeles and into Chicago O'Hare Intl Airport, then the flight time is around 4h 02m.

How many flights depart from North America to Chicago Midway Airport on average per week?

As of November 2025, there are 406 flights per week flying from North America to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 23% of flights 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 North America according to our data. Southwest is the first choice among our users, with 48% 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 North America to Chicago Midway Airport?

As of November 2025, there are 5 operators available to choose from for flights from North America to Chicago Midway Airport.

How old do you have to be to fly from North America to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from North America to Chicago Midway Airport.

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

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$46 Cheap Flights from North America to Chicago Midway Airport in 2025/26

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Find the cheapest flights from North America to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:15 am - 9:17 amATL-MDW

2h 02mnonstop

2:49 pm - 5:53 pmMDW-ATL

2h 04mnonstop

$73Frontier

Find Deal

Tue, Dec 2 - Tue, Dec 9

9:10 pm - 10:12 pmATL-MDW

2h 02mnonstop

6:15 am - 9:33 amMDW-ATL

2h 18mnonstop

$74Frontier

Find Deal

Mon, Dec 8 - Mon, Dec 15

9:40 pm - 10:43 pmATL-MDW

2h 03mnonstop

6:00 am - 9:18 amMDW-ATL

2h 18mnonstop

$77Frontier

Find Deal

Sat, Nov 22 - Sat, Dec 13

5:45 am - 1:01 pmATL-MDW

8h 16m1 stop

2:49 pm - 5:53 pmMDW-ATL

2h 04mnonstop

$93Multiple Airlines

Find Deal

Tue, Dec 9 - Tue, Dec 16

9:23 am - 4:57 pmATL-MDW

8h 34m1 stop

2:49 pm - 5:53 pmMDW-ATL

2h 04mnonstop

$96Multiple Airlines

Find Deal

Wed, Nov 26 - Wed, Dec 3

10:05 am - 11:35 amMSP-MDW

1h 30mnonstop

1:30 pm - 3:00 pmMDW-MSP

1h 30mnonstop

$97Southwest

Find Deal

Mon, Nov 24 - Thu, Nov 27

10:05 am - 11:35 amMSP-MDW

1h 30mnonstop

11:25 am - 12:55 pmMDW-MSP

1h 30mnonstop

$107Southwest

Find Deal

Mon, Nov 24 - Wed, Dec 3

7:24 am - 9:19 amMSP-MDW

1h 55mnonstop

7:02 pm - 8:45 pmMDW-MSP

1h 43mnonstop

$117Delta

Find Deal

Wed, Dec 10 - Wed, Dec 10

7:24 am - 9:19 amMSP-MDW

1h 55mnonstop

7:02 pm - 8:45 pmMDW-MSP

1h 43mnonstop

$130Delta

Find Deal

Wed, Dec 10 - Fri, Dec 12

3:00 pm - 6:46 pmIAD-MDW

4h 46m1 stop

2:11 pm - 2:08 pmMDW-IAD

22h 57m1 stop

$211Allegiant Air

Find Deal

Fri, Nov 21 - Mon, Nov 24

Southwest flights from North America to Chicago Midway Airport

Our best Southwest deals on North America to Chicago Midway Airport flight tickets

Southwest

Nov 24

MSP10:05 amMinneapolis St Paul

1h 30m

MDW11:35 amChicago Midway

Nov 27

MDW1:30 pmChicago Midway

1h 30m

MSP3:00 pmMinneapolis St Paul

$97

Find similar

Southwest

Nov 24

MSP10:05 amMinneapolis St Paul

1h 30m

MDW11:35 amChicago Midway

Dec 3

MDW11:25 amChicago Midway

1h 30m

MSP12:55 pmMinneapolis St Paul

$107

Find similar

Southwest

Dec 31

HOU7:45 pmHouston Hobby

2h 25m

MDW10:10 pmChicago Midway

Jan 13

MDW7:55 pmChicago Midway

2h 45m

HOU10:40 pmHouston Hobby

$117

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Frontier flights from North America to Chicago Midway Airport

Our best Frontier deals on North America to Chicago Midway Airport flight tickets

Frontier

Dec 2

ATL8:15 amAtlanta Hartsfield-Jackson

2h 02m

MDW9:17 amChicago Midway

Dec 9

MDW2:49 pmChicago Midway

2h 04m

ATL5:53 pmAtlanta Hartsfield-Jackson

$73

Find similar

Frontier

Dec 8

ATL9:10 pmAtlanta Hartsfield-Jackson

2h 02m

MDW10:12 pmChicago Midway

Dec 15

MDW6:15 amChicago Midway

2h 18m

ATL9:33 amAtlanta Hartsfield-Jackson

$74

Find similar

Frontier

Nov 22

ATL9:40 pmAtlanta Hartsfield-Jackson

2h 03m

MDW10:43 pmChicago Midway

Dec 13

MDW6:00 amChicago Midway

2h 18m

ATL9:18 amAtlanta Hartsfield-Jackson

$77

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momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Tue 12/2

8:15 am-9:17 am

Nonstop2h 02m

Chicago Midway

Tue 12/9

2:49 pm-5:53 pm

Nonstop2h 04m

$73

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Mon 12/8

9:10 pm-10:12 pm

Nonstop2h 02m

Chicago Midway

Mon 12/15

6:15 am-9:33 am

Nonstop2h 18m

$74

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 11/22

9:40 pm-10:43 pm

Nonstop2h 03m

Chicago Midway

Sat 12/13

6:00 am-9:18 am

Nonstop2h 18m

$77

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Tue 12/9

5:45 am-1:01 pm

1 stop8h 16m

Chicago Midway

Tue 12/16

2:49 pm-5:53 pm

Nonstop2h 04m

$93

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Wed 11/26

9:23 am-4:57 pm

1 stop8h 34m

Chicago Midway

Wed 12/3

2:49 pm-5:53 pm

Nonstop2h 04m

$96

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 11/24

10:05 am-11:35 am

Nonstop1h 30m

Chicago Midway

Thu 11/27

1:30 pm-3:00 pm

Nonstop1h 30m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 11/24

10:05 am-11:35 am

Nonstop1h 30m

Chicago Midway

Wed 12/3

11:25 am-12:55 pm

Nonstop1h 30m

$107

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 12/10

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

Wed 12/10

7:02 pm-8:45 pm

Nonstop1h 43m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 12/10

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

Fri 12/12

7:02 pm-8:45 pm

Nonstop1h 43m

$130

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 11/21

3:00 pm-6:46 pm

1 stop4h 46m

Chicago Midway

Mon 11/24

2:11 pm-2:08 pm

1 stop22h 57m

$211

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 North America 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

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 North America, with most prices found around $212. If you are unable to visit Chicago Midway Airport during the month of January, then departing from North America 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 North America. The lowest ticket price found for a Wednesday departure recently was $275. 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 North America because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $422.

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

Flying to Chicago Midway Airport from North America in the evening is the least expensive time of day to depart. momondo users have found prices as low as $243 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $360. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest North America to Chicago Midway flight route?

Fly from Newark to Chicago Midway for the best North America - Chicago Midway flight prices

What cabin class options are available on North America to Chicago Midway flights?

There are 3 cabin classes available to choose from on North America 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 North America to Chicago Midway Airport flights?

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

Cheap North America to Chicago Midway Airport flight deals and tips

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

Best Price Found	$59
Fastest flight time	1h 30m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from North America in the past 72 hours is $59. The best round-trip flight deal from North America to Chicago Midway Airport found on momondo in the last 72 hours is $71.

The fastest flight from North America to Chicago Midway Airport takes 1h 30m

Direct flights go from North America to Chicago Midway Airport every day.

Search flight deals

When did momondo last update prices for flights from North America to Chicago Midway Airport?
Prices for flights from North America to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights from North America to Chicago Midway Airport?
As of November 2025, there are 5 operators available to choose from for flights from North America to Chicago Midway Airport.
How old do you have to be to fly from North America to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from North America to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from North America to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from North America to Chicago Midway Airport is Boeing 737 MAX 8 (15.04% of total bookings). The next most popular plane models are Boeing 737-800 (12.36%), Boeing 737-800 Passenger/BBJ2 (winglets) (10.95%), and Airbus A320neo (10.68%).

Best airlines flying from North America to Chicago Midway Airport

Compare and see reviews for airlines that fly from North America to Chicago Midway Airport with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $63	Free Cancellation	Rating 5.8 3,113 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $67	Free Cancellation	Rating 6.3 8,136 reviews	Search Spirit Airlines flights
Delta	PriceFrom $111	Free Cancellation	Rating 7.9 8,006 reviews	Search Delta flights
Southwest	PriceFrom $117	Free Cancellation	Rating 8.0 4,235 reviews	Search Southwest flights
United Airlines	PriceFrom $133	Free Cancellation	Rating 7.4 9,012 reviews	Search United Airlines flights
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights

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 North America to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from North America to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from North America to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from North America which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from North America to Chicago?

Once all potential North America 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 North America to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from North America are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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Cheap flights from North America to Chicago from $46

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from North America to Chicago departing on 12/14. 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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Southwest flights from North America to Chicago Midway Airport

Our best Southwest deals on North America to Chicago Midway Airport flight tickets

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Our best Frontier deals on North America to Chicago Midway Airport flight tickets

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

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How to get the cheapest flight ticket from North America 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?

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 North America to Chicago Midway flight route?

Fly from Newark to Chicago Midway for the best North America - Chicago Midway flight prices

What cabin class options are available on North America to Chicago Midway flights?

There are 3 cabin classes available to choose from on North America 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 North America to Chicago Midway Airport flights?

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

What is the cheapest airline that flies from North America to Chicago Midway?

Frontier, Southwest, and Delta are the most popular carriers operating from North America to Chicago Midway

What airlines fly to Chicago Midway Airport?

How many flights depart from North America to Chicago Midway Airport on average per day?

As of November 2025, there are 58 flights per day flying from North America to Chicago Midway Airport. The most common time of day flights depart is 9:00PM, with 33% of flights taking off in the evening.

How many flights depart from North America to Chicago Midway Airport on average per week?

As of November 2025, there are 406 flights per week flying from North America to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 23% of flights taking off on this day.

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

Cheap North America to Chicago Midway Airport flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

When did momondo last update prices for flights from North America to Chicago Midway Airport?

How many operators does momondo search for flights from North America to Chicago Midway Airport?

How old do you have to be to fly from North America 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 North America to Chicago Midway Airport?

Best airlines flying from North America to Chicago Midway Airport

Compare and see reviews for airlines that fly from North America 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 North America to Chicago?

Can I find flights from North America to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from North America to Chicago?

I’m not ready to book a flight from North America 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

Popular flights according to clicks in the last 7 days on momondo