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Midway

$49+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — MDW
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$84
(Cheapflightsfares)

One-way from

$49
(CheapOair)

Popular in

June

Cheapest in

September

Average price

$267

Good round-trip deal

$60 or less

Good one-way deal

$55 or less
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. 12% potential increase in price ($32 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 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 July 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/30. 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 10/1710:25 pmATL - MDW
Nonstop2h 00mFrontier
Mon 10/206:15 amMDW - ATL
Nonstop2h 09mFrontier
Deal found 7/30$84
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:40 pmBWI - MDW
Nonstop2h 03mFrontier
Sun 9/141:49 pmMDW - BWI
Nonstop2h 01mFrontier
Deal found 7/29$117
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.
Thu 9/46:55 amDFW - MDW
Nonstop2h 23mFrontier
Mon 9/87:15 amMDW - DFW
Nonstop2h 31mFrontier
Deal found 7/28$119
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.
Tue 9/29:35 pmLGA - MDW
Nonstop2h 20mSouthwest
Thu 9/48:15 pmMDW - LGA
Nonstop2h 10mSouthwest
Deal found 7/28$152
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.
Wed 10/14:45 pmHOU - MDW
Nonstop2h 25mSouthwest
Sat 10/412:15 pmMDW - HOU
Nonstop2h 40mSouthwest
Deal found 7/29$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 9/31:25 pmBWI - MDW
Nonstop1h 55mSouthwest
Wed 9/102:55 pmMDW - BWI
Nonstop1h 50mSouthwest
Deal found 7/28$161
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:30 amIAD - MDW
1 stop5h 31mFrontier
Sat 9/610:51 amMDW - IAD
1 stop6h 33mFrontier
Deal found 7/28$166
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/209:51 amEWR - MDW
1 stop3h 37mDelta
Tue 9/2310:35 amMDW - EWR
1 stop5h 16mDelta
Deal found 7/28$167
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.
Sun 11/211:00 amEWR - MDW
1 stop8h 18mFrontier
Thu 11/135:56 pmMDW - EWR
Nonstop2h 04mFrontier
Deal found 7/28$170
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/181:22 pmIAD - MDW
1 stop5h 55mAllegiant Air
Fri 8/229:32 amMDW - IAD
1 stop4h 51mAllegiant Air
Deal found 7/29$174
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 11/11:01 pmJFK - MDW
1 stop11h 08mFrontier
Wed 11/58:00 amMDW - JFK
1 stop15h 40mFrontier
Deal found 7/27$196
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1211:30 amLGA - MDW
1 stop5h 30mFrontier
Mon 9/155:15 pmMDW - LGA
1 stop5h 42mFrontier
Deal found 7/28$196

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 July 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

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Fri 10/17

10:25 pm-11:25 pm

Nonstop2h 00m

Chicago Midway

Mon 10/20

6:15 am-9:24 am

Nonstop2h 09m

$84

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 9/12

5:40 pm-6:43 pm

Nonstop2h 03m

Chicago Midway

Sun 9/14

1:49 pm-4:50 pm

Nonstop2h 01m

$117

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 9/4

6:55 am-9:18 am

Nonstop2h 23m

Chicago Midway

Mon 9/8

7:15 am-9:46 am

Nonstop2h 31m

$119

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 9/2

9:35 pm-10:55 pm

Nonstop2h 20m

Chicago Midway

Thu 9/4

8:15 pm-11:25 pm

Nonstop2h 10m

$152

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 10/1

4:45 pm-7:10 pm

Nonstop2h 25m

Chicago Midway

Sat 10/4

12:15 pm-2:55 pm

Nonstop2h 40m

$157

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 9/3

1:25 pm-2:20 pm

Nonstop1h 55m

Chicago Midway

Wed 9/10

2:55 pm-5:45 pm

Nonstop1h 50m

$161

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 9/3

9:30 am-2:01 pm

1 stop5h 31m

Chicago Midway

Sat 9/6

10:51 am-6:24 pm

1 stop6h 33m

$166

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sat 9/20

9:51 am-12:28 pm

1 stop3h 37m

Chicago Midway

Tue 9/23

10:35 am-4:51 pm

1 stop5h 16m

$167

NewarkChicago

EWR - MDW

EWRMDW

Newark

Sun 11/2

11:00 am-6:18 pm

1 stop8h 18m

Chicago Midway

Thu 11/13

5:56 pm-9:00 pm

Nonstop2h 04m

$170

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 8/18

1:22 pm-6:17 pm

1 stop5h 55m

Chicago Midway

Fri 8/22

9:32 am-3:23 pm

1 stop4h 51m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 52 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, April is the cheapest month in which you can book a flight from North America to Chicago Midway Airport (average of $160). Flying from North America to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 July 30, 2025.

When flying from North America to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from North America to Chicago Midway Airport

Explore weekly flight availability from North America to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 30, 2025.

The most flights from 0NA to MDW are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 July 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Allegiant Air 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
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

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
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

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
703 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

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.
Frontier
5.9
Fair
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

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 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.

  • 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 $49 on Frontier. Other airlines that offer cheap prices include Delta from $69 and Southwest from $79 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 Newark - Chicago Midway. You may also consider New York John F Kennedy Intl - 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 $272 for a flight from North America to Chicago Midway Airport. The cheapest flight overall is $108 while the most popular route, (Newark - Chicago Midway) is currently priced at $104.

  • 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, April is the cheapest month in which you can book a flight from North America to Chicago Midway Airport (average of $160). Flying from North America to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Benton Harbor
Porter
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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.
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Seattle to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Boston to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Philadelphia to O'Hare Intl flights
LaGuardia to Midway flights
Ontario to O'Hare Intl flights
Austin to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Dulles Intl to Midway flights
Atlanta to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Denver to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Baltimore to Midway flights
Hobby to Midway flights
Fort Lauderdale to O'Hare Intl flights
Love Field to O'Hare Intl flights
Burbank to O'Hare Intl flights
Miami to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Mexico City to O'Hare Intl flights
San Francisco to Midway flights
Orlando to O'Hare Intl flights
San Diego to O'Hare Intl flights
Hobby to O'Hare Intl flights
San Jose to O'Hare Intl flights
Portland to O'Hare Intl flights
Los Angeles to Midway flights
Reagan-National to Midway flights
Minneapolis to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Philadelphia to Midway flights
Tampa to O'Hare Intl flights
Nashville to O'Hare Intl flights
Boston to Midway flights
Oakland to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Minneapolis to Midway flights

Top 7 airlines flying from North America to Midway

Discover the top 7 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$57Average$182FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$176FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$97Average$244FlexibilityNo cancel feeOn-time69%
DeltaCheapest$113Average$341FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$125Average$308FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$187Average$295FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$197Average$280FlexibilityNo cancel feeOn-time75%

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