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$69+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LAX
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$109
(Mytrip)

One-way from

$69
(Southwest)

Popular in

December

Cheapest in

January

Average price

$219

Good round-trip deal

$78 or less

Good one-way deal

$49 or less
From Chicago Midway to North America
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One-way flight from Chicago Midway to North America
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Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/168:05 amMDW - DFW
Nonstop2h 27mFrontier
Sun 8/1711:06 amDFW - MDW
Nonstop2h 23mFrontier
Deal found 7/28$109
This Frontier deal was found by Cheapflights users on 7/28. 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 10/244:29 pmMDW - DEN
Nonstop2h 48mFrontier
Sun 10/267:10 pmDEN - MDW
Nonstop2h 28mFrontier
Deal found 7/28$120
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:23 pmMDW - MIA
1 stop26h 46mFrontier
Sun 10/196:53 pmMIA - MDW
Nonstop3h 15mFrontier
Deal found 7/27$136
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/109:30 amMDW - MIA
Nonstop3h 05mSouthwest
Wed 11/121:05 pmMIA - MDW
Nonstop3h 15mSouthwest
Deal found 7/28$137
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/107:05 pmMDW - LGA
Nonstop2h 10mSouthwest
Sat 9/137:30 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 7/28$147
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Mon 9/297:03 pmMDW - LAS
Nonstop3h 45mMultiple Airlines
Sat 10/411:04 pmLAS - MDW
1 stop8h 14mMultiple Airlines
Deal found 7/28$157
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2712:10 pmMDW - DEN
Nonstop2h 35mSouthwest
Wed 9/310:25 amDEN - MDW
Nonstop2h 20mSouthwest
Deal found 7/28$157
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/207:20 pmMDW - LAS
Nonstop3h 50mSouthwest
Fri 9/265:00 amLAS - MDW
Nonstop3h 30mSouthwest
Deal found 7/28$159
This Frontier deal was found by Cheapflights users on 7/27. 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 10/65:15 pmMDW - EWR
1 stop6h 19mFrontier
Thu 10/910:00 pmEWR - MDW
Nonstop2h 25mFrontier
Deal found 7/27$160
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/131:08 pmMDW - EWR
1 stop3h 30mDelta
Sat 9/209:51 amEWR - MDW
1 stop3h 37mDelta
Deal found 7/29$167
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/259:15 amMDW - SEA
Nonstop4h 35mSouthwest
Fri 10/315:45 amSEA - MDW
Nonstop4h 00mSouthwest
Deal found 7/29$184
This eDestinos deal was found by Cheapflights users on 7/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/206:15 amMDW - JFK
1 stop17h 53mFrontier
Wed 9/246:15 amJFK - MDW
1 stop10h 43mFrontier
Deal found 7/27$189

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 July 29, 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

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 8/16

8:05 am-10:32 am

Nonstop2h 27m

Dallas/Fort Worth

Sun 8/17

11:06 am-1:29 pm

Nonstop2h 23m

$109

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/24

4:29 pm-6:17 pm

Nonstop2h 48m

Denver Intl

Sun 10/26

7:10 pm-10:38 pm

Nonstop2h 28m

$120

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Fri 10/17

7:23 pm-11:09 pm

1 stop26h 46m

Miami

Sun 10/19

6:53 pm-9:08 pm

Nonstop3h 15m

$136

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 9/10

7:05 pm-10:15 pm

Nonstop2h 10m

New York LaGuardia

Sat 9/13

7:30 am-8:50 am

Nonstop2h 20m

$147

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 9/8

2:10 pm-6:10 pm

Nonstop3h 00m

Miami

Wed 9/10

11:40 am-4:25 pm

1 stop5h 45m

$147

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sat 9/20

11:23 am-6:29 pm

1 stop9h 06m

Las Vegas Harry Reid Intl

Fri 9/26

3:22 pm-8:52 pm

Nonstop3h 30m

$157

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 8/27

12:10 pm-1:45 pm

Nonstop2h 35m

Denver Intl

Wed 9/3

10:25 am-1:45 pm

Nonstop2h 20m

$157

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sat 9/20

7:20 pm-9:10 pm

Nonstop3h 50m

Las Vegas Harry Reid Intl

Fri 9/26

5:00 am-10:30 am

Nonstop3h 30m

$159

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Mon 10/6

5:15 pm-12:34 am

1 stop6h 19m

Newark

Thu 10/9

10:00 pm-11:25 pm

Nonstop2h 25m

$160

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Sat 9/13

1:08 pm-5:38 pm

1 stop3h 30m

Newark

Sat 9/20

9:51 am-12:28 pm

1 stop3h 37m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 57 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to North America (average of $246). Flying from Chicago Midway Airport to North America in March is currently the most expensive (average of $326). 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 July 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to North America as you normally would.

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 July 29, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Aeromexico 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
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Aeromexico
7.5
Good
1,720 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Volaris
6.6
Okay
1,163 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Frontier 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 - Las Vegas Harry Reid Intl. You may also consider Chicago Midway - Newark or Chicago Midway - New York LaGuardia.

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

    The cheapest flight price from Chicago Midway Airport to North America is $98. On average you can expect to pay $197. The most popular route, (Chicago Midway - Las Vegas Harry Reid Intl), can usually be booked for $143.

  • 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to North America (average of $246). Flying from Chicago Midway Airport to North America in March is currently the most expensive (average of $326). 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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Top 6 airlines flying from Midway to North America

Discover the top 6 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$50Average$223FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$192FlexibilityNo cancel feeOn-time65%
DeltaCheapest$88Average$337FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$127Average$366FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$144Average$346FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$270Average$413FlexibilityNo cancel feeOn-time71%

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