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$40+ Cheap flights from Midway (MDW) to North America

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

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

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$82
(Mytrip)

One-way from

$40
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$201

Good round-trip deal

$81 or less

Good one-way deal

$48 or less
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
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From Chicago Midway to North America
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One-way flight from Chicago Midway to North America
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 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 Chicago Midway to North America.
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Price to beat on a one-way flight from Chicago Midway to North America.
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Find flight deals from Midway to North America

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

This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:10 pmMDW - ATL
1 stop15h 07mFrontier
Mon 12/89:10 pmATL - MDW
Nonstop2h 02mFrontier
Deal found 10/30$82
This Priceline deal was found by Cheapflights users on 10/30. 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.
Thu 12/116:15 amMDW - ATL
Nonstop2h 18mFrontier
Sun 12/145:11 pmATL - MDW
Nonstop2h 01mFrontier
Deal found 10/30$85
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:30 amMDW - ATL
1 stop26h 09mFrontier
Tue 11/1810:38 amATL - MDW
Nonstop2h 00mFrontier
Deal found 10/29$86
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:56 pmMDW - ATL
Nonstop1h 58mFrontier
Wed 11/269:40 pmATL - MDW
Nonstop2h 03mFrontier
Deal found 10/29$87
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Fri 12/126:15 amMDW - ATL
Nonstop2h 18mFrontier
Sun 12/145:11 pmATL - MDW
Nonstop2h 01mFrontier
Deal found 10/30$89
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:56 pmMDW - ATL
Nonstop1h 58mFrontier
Mon 11/249:40 pmATL - MDW
Nonstop2h 03mFrontier
Deal found 10/29$90
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:35 pmMDW - DFW
Nonstop2h 30mFrontier
Fri 12/1211:47 amDFW - MDW
Nonstop2h 17mFrontier
Deal found 10/29$92
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/191:56 pmMDW - ATL
Nonstop1h 58mFrontier
Thu 11/202:51 pmATL - MDW
1 stop8h 26mFrontier
Deal found 10/29$92
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:05 amMDW - DFW
Nonstop2h 42mFrontier
Mon 12/89:02 amDFW - MDW
Nonstop2h 18mFrontier
Deal found 10/29$93
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:15 amMDW - ATL
Nonstop2h 14mFrontier
Sat 11/155:40 pmATL - MDW
Nonstop1h 59mFrontier
Deal found 10/29$93
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 11/191:56 pmMDW - DFW
1 stop6h 55mFrontier
Wed 11/269:54 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 10/28$94
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 11/111:56 pmMDW - ATL
Nonstop1h 58mFrontier
Thu 11/2010:59 pmATL - MDW
1 stop25h 30mFrontier
Deal found 10/30$94

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to North America 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 Chicago Midway Airport to North America that are best for you.

Fly from

Midway

Fly to

North America

Route

Depart

Return

Price

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Thu 12/4

2:16 pm-9:40 pm

1 stop6h 24m

Atlanta Hartsfield-Jackson

Sun 12/7

9:10 pm-10:12 pm

Nonstop2h 02m

$86

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Thu 11/13

9:15 am-3:29 pm

1 stop5h 14m

Atlanta Hartsfield-Jackson

Sat 11/15

5:40 pm-6:39 pm

Nonstop1h 59m

$94

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Tue 12/9

2:49 pm-5:53 pm

Nonstop2h 04m

Atlanta Hartsfield-Jackson

Mon 12/15

3:24 pm-10:18 pm

1 stop7h 54m

$99

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Fri 12/5

8:42 pm-11:48 pm

Nonstop2h 06m

Atlanta Hartsfield-Jackson

Sun 12/7

7:20 am-11:08 am

1 stop28h 48m

$101

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Fri 12/12

8:42 pm-11:48 pm

Nonstop2h 06m

Atlanta Hartsfield-Jackson

Sun 12/14

9:10 pm-10:18 pm

1 stop26h 08m

$103

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sun 11/16

11:21 am-1:56 pm

Nonstop2h 35m

Dallas/Fort Worth

Sun 11/23

9:54 pm-12:13 am

Nonstop2h 19m

$106

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 12/7

2:01 pm-11:41 pm

1 stop8h 40m

Orlando

Sat 12/13

4:10 pm-9:22 pm

1 stop6h 12m

$124

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 11/12

2:06 pm-12:33 am

1 stop9h 27m

New York John F Kennedy Intl

Sun 11/16

6:59 am-8:32 am

1 stop26h 33m

$127

ChicagoAtlanta

MDW - ATL

MDWATL

Chicago Midway

Fri 11/14

5:57 pm-10:23 am

1 stop15h 26m

Atlanta Hartsfield-Jackson

Wed 11/19

1:31 pm-4:30 pm

1 stop27h 59m

$127

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 11/14

3:27 pm-7:09 pm

Nonstop2h 42m

Orlando

Mon 11/17

6:35 am-8:32 am

Nonstop2h 57m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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

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

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

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to North America (average of $36). Flying from Chicago Midway Airport to North America in August 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 MDW to NA?

Find hourly flight availability from Midway to North America. 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.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to North America in the afternoon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight at noon.

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

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

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

Reviews of airlines servicing North America

Get insights into the airlines that provide service to North America. 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 North America. Reviews last updated October 30, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air from Chicago Midway Airport to North America. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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
Volaris
6.7
Okay
1,151 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

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 Midway to North America. 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 Chicago Midway Airport to North America?

    A quick flight from Chicago Midway Airport to North America can take about 2h 40m. Frontier provides one of the quickest options available for as low as $137. There are 990 mi between Chicago Midway Airport and North America. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Chicago Midway Airport to North America for a low price.

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

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

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

    The cheapest flight price from Chicago Midway Airport to North America is $116. On average you can expect to pay $308. The most popular route, (Chicago Midway - Dallas/Fort Worth), can usually be booked for $61.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to North America (average of $36). Flying from Chicago Midway Airport to North America in August 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

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Alternative routes for Midway to North America

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Baltimore flights
O'Hare Intl to Haneda flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Nashville flights
O'Hare Intl to Salt Lake City flights

Top 7 airlines flying from Midway to North America

Discover the top 7 airlines that operate flights from Midway to North America. 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$56Average$217FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$206FlexibilityNo cancel feeOn-time65%
DeltaCheapest$100Average$359FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$127Average$575FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$137Average$348FlexibilityNo cancel feeOn-time63%
Allegiant AirCheapest$144Average$398FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$217Average$309FlexibilityNo cancel feeOn-time71%

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