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Flights to Chicago Midway

$49 Cheap flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 7/18. 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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0 bags

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Find the cheapest flights from the United States to Chicago Midway Airport

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:00 pm - 10:02 pm
ATL
-
MDW
2h 02mnonstop
Frontier Logo
6:00 am - 9:09 am
MDW
-
ATL
2h 09mnonstop
$85Frontier
Sat, May 9 - Mon, May 11
Frontier Logo
9:00 pm - 10:02 pm
ATL
-
MDW
2h 02mnonstop
Frontier Logo
11:59 am - 3:05 pm
MDW
-
ATL
2h 06mnonstop
$86Frontier
Thu, May 14 - Sat, May 16
Frontier Logo
9:05 pm - 10:11 pm
ATL
-
MDW
2h 06mnonstop
Frontier Logo
12:27 pm - 3:41 pm
MDW
-
ATL
2h 14mnonstop
$87Frontier
Sat, Jun 27 - Tue, Jun 30
Frontier Logo
9:00 pm - 10:02 pm
ATL
-
MDW
2h 02mnonstop
Frontier Logo
12:24 pm - 3:30 pm
MDW
-
ATL
2h 06mnonstop
$88Frontier
Tue, May 12 - Tue, May 19
Southwest Logo
6:55 am - 4:35 pm
MSP
-
MDW
9h 40m
2 stops
Southwest Logo
9:05 pm - 10:35 pm
MDW
-
MSP
1h 30mnonstop
$112Southwest
Tue, May 12 - Tue, May 12
Delta Logo
7:00 am - 8:42 am
MSP
-
MDW
1h 42mnonstop
Delta Logo
9:23 am - 11:00 am
MDW
-
MSP
1h 37mnonstop
$117Delta
Tue, May 12 - Wed, May 13
Southwest Logo
7:10 am - 3:45 pm
MSP
-
MDW
8h 35m
2 stops
Southwest Logo
4:50 pm - 11:05 pm
MDW
-
MSP
6h 15m
1 stop
$122Southwest
Tue, May 12 - Tue, May 12
Delta Logo
4:20 pm - 5:56 pm
MSP
-
MDW
1h 36mnonstop
Delta Logo
7:13 pm - 8:55 pm
MDW
-
MSP
1h 42mnonstop
$147Delta
Wed, May 27 - Thu, May 28
Multiple Airlines Logo
9:13 pm - 10:02 pm
BWI
-
MDW
25h 49m
1 stop
Multiple Airlines Logo
12:04 pm - 11:29 pm
MDW
-
BWI
10h 25m
2 stops
$209Multiple Airlines
Thu, May 7 - Fri, May 15
Multiple Airlines Logo
11:07 am - 10:02 pm
IAD
-
MDW
11h 55m
1 stop
Multiple Airlines Logo
2:47 pm - 2:18 pm
MDW
-
IAD
22h 31m
1 stop
$223Multiple Airlines
Tue, May 26 - Sun, May 31

momondo Fare Finder

 
Locate flights to Chicago Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 832,500 searches and data was last updated on April 21, 2026.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 5/9

9:00 pm-10:02 pm

Nonstop2h 02m

Chicago Midway

Mon 5/11

6:00 am-9:09 am

Nonstop2h 09m

$85

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Thu 5/14

9:00 pm-10:02 pm

Nonstop2h 02m

Chicago Midway

Sat 5/16

11:59 am-3:05 pm

Nonstop2h 06m

$86

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 6/27

9:05 pm-10:11 pm

Nonstop2h 06m

Chicago Midway

Tue 6/30

12:27 pm-3:41 pm

Nonstop2h 14m

$87

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Tue 5/12

9:00 pm-10:02 pm

Nonstop2h 02m

Chicago Midway

Tue 5/19

12:24 pm-3:30 pm

Nonstop2h 06m

$88

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 5/12

6:55 am-4:35 pm

2 stops9h 40m

Chicago Midway

Tue 5/12

9:05 pm-10:35 pm

Nonstop1h 30m

$112

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 5/12

7:00 am-8:42 am

Nonstop1h 42m

Chicago Midway

Wed 5/13

9:23 am-11:00 am

Nonstop1h 37m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 5/12

7:10 am-3:45 pm

2 stops8h 35m

Chicago Midway

Tue 5/12

4:50 pm-11:05 pm

1 stop6h 15m

$122
Quickest round-trip

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 5/27

4:20 pm-5:56 pm

Nonstop1h 36m

Chicago Midway

Thu 5/28

7:13 pm-8:55 pm

Nonstop1h 42m

$147

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Thu 5/7

9:13 pm-10:02 pm

1 stop25h 49m

Chicago Midway

Fri 5/15

12:04 pm-11:29 pm

2 stops10h 25m

$209

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 5/26

11:07 am-10:02 pm

1 stop11h 55m

Chicago Midway

Sun 5/31

2:47 pm-2:18 pm

1 stop22h 31m

$223

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Chicago Midway Airport from

Flights to Chicago Midway Airport - Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.

What cabin class options are available on United States to Chicago Midway flights?

There are 2 cabin classes available to choose from on United States to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from United States. The lowest ticket price found for a Tuesday departure recently was $259. 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 United States because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $382.

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 United States, with most prices found around $149. If you are unable to visit Chicago Midway Airport during the month of January, then departing from United States during the month February is also very affordable. Most momondo users find prices during this month for around $224.

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

Flying to Chicago Midway Airport from United States in the evening is the least expensive time of day to depart. momondo users have found prices as low as $217 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $358. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest United States to Chicago Midway flight route?

Fly from Newark to Chicago Midway for the best United States - Chicago Midway flight prices

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport
Find flights from Los Angeles to Chicago Midway Airport
CHEAPEST MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELESSeptember20% cheaperFlying from Los Angeles to Chicago Midway Airport costs on average just $285 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELESDecember26% more expensiveIt costs about $445 for flights to Chicago Midway Airport from Los Angeles in December
MOST POPULAR MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELESJuly289% more users visitedMore momondo users searched in flights to Chicago Midway Airport from Los Angeles in July than any other month

Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price

$49

Best Round-Trip Price

$85

Fastest flight time

2h 06m

Popular in

June
The best one-way flight price to Chicago from United States in the last 72 hours is $49 (Atlanta Hartsfield-Jackson to Chicago Midway).
Search Deals
The best round-trip flight price to Chicago from United States in the last 72 hours is $85 (Atlanta Hartsfield-Jackson to Chicago Midway).
Search Deals
The fastest flight to Chicago from United States takes 2h 06m (Atlanta Hartsfield-Jackson to Chicago Midway).
Search Deals
June has the highest demand for flights to Chicago, with a 8% price increase on average.
Search Deals

Frequently asked questions about flying to Chicago Midway Airport

What is the cheapest month to fly to Chicago Midway Airport?

Most travelers find the cheapest round-trip airfare to Chicago Midway Airport when booking during the month of January.

How far in advance should I book a flight to Chicago Midway Airport?

From most locations, booking your flights to Chicago Midway Airport around 86 days prior to your departure date finds the best deals.

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

On average, the cheapest flights to Chicago Midway Airport are found when departing on a Tuesday. Try to avoid departing on a Monday, as this is usually the most expensive day.

What is the cheapest time of day to fly to Chicago Midway Airport?

Our data shows that the cheapest Chicago Midway Airport flights are usually those with Evening departure times. Noon flights are often costlier.

Is there an alternative airport near Chicago Midway Airport?

Chicago O'Hare Intl Airport or Chicago Greater Rockford Airport can be an alternative airport used for travel to Chicago.

Is there a cheaper alternative to flying into Chicago?

Prices vary based on where travelers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport where the average price is $177. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

What is the absolute cheapest flight to Chicago?

The best deal found on momondo in the last two weeks was a flight to Chicago from Fort Lauderdale for $102. This is 80% cheaper than most flight deals to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

What airlines fly to Chicago Midway Airport?

There are 7 airlines that fly to Chicago Midway Airport on a routine basis, but Southwest, Frontier and Delta happen to be the most popular among our users. In the past year, 68% of those who searched for flights to Chicago Midway Airport looked to travel with Southwest, making this airline the top choice among momondo travelers.

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

Prices for flights to Chicago Midway Airport refresh daily.

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

As of April 2026, there are 10 operators available to choose from for flights to Chicago Midway Airport.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel 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.

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Chicago. Millions of users trust and use momondo every year so you are in good company.

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

Flights to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago Midway trip

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Find better results for your trip to Chicago Midway Airport MDW

Popular flights to Chicago Midway Airport

Popular routes according to searches in the past day on momondo
Flights from New York LaGuardia to MDWfrom $187
Flights from Atlanta Hartsfield-Jackson to MDWfrom $81
Flights from Minneapolis St Paul to MDWfrom $177
Flights from Boston Logan Intl to MDWfrom $167
Flights from Hartford Bradley Intl to MDWfrom $325