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Midway

$47+ Cheap flights from North America to Midway (MDW)

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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — MDW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from North America to Midway

Keep the following information in mind while searching for North America to Midway flight deals. Data was last updated October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$75
(Frontier)

One-way from

$47
(Priceline)

Popular in

August

Cheapest in

January

Average price

$242

Good round-trip deal

$78 or less

Good one-way deal

$58 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
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From North America to Chicago Midway
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One-way flight from North America to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from North America to Chicago Midway.
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Price to beat on a one-way flight from North America to Chicago Midway.
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Find flight deals from North America to Midway

Cheapest flights from North America to Midway
Explore the most affordable flight options available from North America to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1110:38 amATL - MDW
Nonstop2h 00mFrontier
Tue 11/111:56 pmMDW - ATL
Nonstop1h 58mFrontier
Deal found 10/29$75
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/109:08 pmATL - MDW
Nonstop2h 03mFrontier
Wed 11/191:56 pmMDW - ATL
Nonstop1h 58mFrontier
Deal found 10/27$78
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1211:43 amATL - MDW
Nonstop1h 58mFrontier
Wed 11/122:06 pmMDW - ATL
Nonstop1h 58mFrontier
Deal found 10/28$80
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1110:38 amATL - MDW
Nonstop2h 00mFrontier
Sun 11/166:15 amMDW - ATL
Nonstop2h 14mFrontier
Deal found 10/27$81
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:23 pmATL - MDW
1 stop8h 08mFrontier
Tue 11/181:56 pmMDW - ATL
Nonstop1h 58mFrontier
Deal found 10/27$82
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:23 pmATL - MDW
1 stop8h 08mFrontier
Fri 11/146:15 amMDW - ATL
Nonstop2h 14mFrontier
Deal found 10/29$83
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/259:00 pmATL - MDW
Nonstop2h 03mFrontier
Fri 11/286:05 amMDW - ATL
Nonstop2h 17mFrontier
Deal found 10/28$84
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:15 amATL - MDW
Nonstop2h 02mFrontier
Thu 12/46:15 amMDW - ATL
Nonstop2h 18mFrontier
Deal found 10/28$85
This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:05 pmATL - MDW
Nonstop2h 03mFrontier
Wed 11/191:56 pmMDW - ATL
Nonstop1h 58mFrontier
Deal found 10/27$88
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:10 pmATL - MDW
Nonstop2h 02mFrontier
Sat 12/136:00 amMDW - ATL
Nonstop2h 18mFrontier
Deal found 10/28$89
This CheapOair deal was found by Cheapflights users on 10/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/109:08 pmATL - MDW
Nonstop2h 03mFrontier
Sat 11/156:15 amMDW - ATL
Nonstop2h 14mFrontier
Deal found 10/27$90
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/152:54 pmDFW - MDW
1 stop6h 41mFrontier
Sun 11/1611:21 amMDW - DFW
Nonstop2h 35mFrontier
Deal found 10/29$97

Cheapflights Fare Finder

 
Customize your flight search to find flights from North America to Midway 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 October 30, 2025.
Use the filters below to find and compare flights from North America to Chicago Midway Airport that are best for you.

Fly from

North America

Fly to

Midway

Route

Depart

Return

Price

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Thu 11/20

1:00 pm-12:13 am

1 stop12h 13m

Chicago Midway

Thu 12/4

2:16 pm-12:07 am

1 stop8h 51m

$110

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 11/20

9:54 pm-12:13 am

Nonstop2h 19m

Chicago Midway

Wed 11/26

5:30 am-8:15 am

Nonstop2h 45m

$124

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 12/4

10:30 pm-10:12 pm

1 stop24h 42m

Chicago Midway

Sun 12/7

7:44 am-10:45 am

Nonstop2h 01m

$135

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 11/15

8:35 am-10:00 am

Nonstop2h 25m

Chicago Midway

Mon 11/17

7:15 pm-10:20 pm

Nonstop2h 05m

$137

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Thu 2/5

10:55 am-12:05 pm

Nonstop2h 10m

Chicago Midway

Mon 2/9

7:05 pm-9:55 pm

Nonstop1h 50m

$139

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sun 11/23

10:13 am-11:42 am

Nonstop2h 29m

Chicago Midway

Tue 12/2

2:49 pm-1:10 am

1 stop9h 21m

$141

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Thu 2/5

4:25 pm-5:35 pm

Nonstop2h 10m

Chicago Midway

Sun 2/8

5:15 pm-8:10 pm

Nonstop1h 55m

$148

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Thu 12/11

6:00 am-7:30 am

Nonstop2h 30m

Chicago Midway

Wed 1/21

6:05 am-9:10 am

Nonstop2h 05m

$149

NewarkChicago

EWR - MDW

EWRMDW

Newark

Thu 11/27

10:13 am-11:42 am

Nonstop2h 29m

Chicago Midway

Thu 12/4

7:44 am-10:45 am

Nonstop2h 01m

$152

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Thu 12/4

6:40 pm-7:35 pm

Nonstop1h 55m

Chicago Midway

Mon 12/8

6:00 pm-8:55 pm

Nonstop1h 55m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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Best time to book a flight from North America to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from North America 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 North America to Chicago Midway Airport

What is the cheapest month to book a flight from North America to Chicago Midway Airport?

Currently, January is the cheapest month in which you can book a flight from North America to Chicago Midway Airport (average of $44). Flying from North America to Chicago Midway Airport in June is currently the most expensive (average of $97). 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 NA to MDW?

Find hourly flight availability from North America to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s optimal to fly from North America to Chicago Midway Airport in the evening. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from North America to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from North America to Midway. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their North America to Chicago Midway Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated October 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from North America to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,999 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Allegiant Air
7.2
Good
694 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,123 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from North America to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from North America to Chicago Midway Airport?

    Departing from North America to Chicago Midway Airport will take you 2h 25m. There are 722 mi between North America and Chicago Midway Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from North America to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $55 on Frontier. Other airlines that offer cheap prices include Southwest from $59 and Delta from $89 one-way.

  • What are the most popular routes from North America to Chicago Midway Airport?

    The most popular route from North America to Chicago Midway Airport is New York John F Kennedy Intl - Chicago Midway. You may also consider Baltimore/Washington - Chicago Midway or Dallas/Fort Worth - Chicago Midway.

  • What are the cheapest flights from North America to Chicago Midway Airport?

    On average you can expect to pay $325 for a flight from North America to Chicago Midway Airport. The cheapest flight overall is $98 while the most popular route, (New York John F Kennedy Intl - Chicago Midway) is currently priced at $110.

  • Can I find deals for flights from North America to Midway that include hotel bookings?

    Yes. In addition to deals on North America to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from North America to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from North America to Midway.

  • Can I find deals for business class flights from North America to Midway?

    Yes. Cheapflights offers flight deals from North America to Midway 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 North America to Chicago Midway Airport?

    Currently, January is the cheapest month in which you can book a flight from North America to Chicago Midway Airport (average of $44). Flying from North America to Chicago Midway Airport in June is currently the most expensive (average of $97). 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for North America to Midway

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Seattle to O'Hare Intl flights
Denver to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Boston to O'Hare Intl flights
Atlanta to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Baltimore to Midway flights
Dallas/Fort Worth to Midway flights
Ontario to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Los Angeles to Midway flights
Hobby to Midway flights
Atlanta to Midway flights
LaGuardia to Midway flights
Newark to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Denver to Midway flights
Philadelphia to Midway flights
Charlotte to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
San Francisco to Midway flights
George Bush Intcntl to O'Hare Intl flights
Dulles Intl to Midway flights
Hobby to O'Hare Intl flights
Tampa to O'Hare Intl flights
Miami to O'Hare Intl flights
Minneapolis to Midway flights
Raleigh to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Reagan-National to Midway flights
Austin to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Love Field to O'Hare Intl flights
Hartford to O'Hare Intl flights
Orlando to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
San Diego to O'Hare Intl flights
Portland to O'Hare Intl flights
Mexico City to O'Hare Intl flights
Boston to Midway flights
Providence to O'Hare Intl flights

Top 6 airlines flying from North America to Midway

Discover the top 6 airlines that operate flights from North America to Midway. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$209FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$161FlexibilityNo cancel feeOn-time65%
DeltaCheapest$113Average$316FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$117Average$307FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$133Average$362FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$197Average$332FlexibilityNo cancel feeOn-time71%

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