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Flights to Chicago Midway

$50 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 3/5. 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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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
7:40 am - 8:43 am
ATL
-
MDW
2h 03mnonstop
Frontier Logo
6:20 am - 9:37 am
MDW
-
ATL
2h 17mnonstop
$79Frontier
Sat, Feb 7 - Mon, Feb 9
Frontier Logo
8:29 pm - 9:33 pm
ATL
-
MDW
2h 04mnonstop
Frontier Logo
2:19 pm - 5:22 pm
MDW
-
ATL
2h 03mnonstop
$80Frontier
Sat, Feb 21 - Mon, Feb 23
Frontier Logo
5:34 pm - 6:38 pm
ATL
-
MDW
2h 04mnonstop
Frontier Logo
6:00 am - 9:17 am
MDW
-
ATL
2h 17mnonstop
$81Frontier
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
9:15 pm - 10:19 pm
ATL
-
MDW
2h 04mnonstop
Frontier Logo
6:20 am - 9:37 am
MDW
-
ATL
2h 17mnonstop
$83Frontier
Fri, Feb 6 - Mon, Feb 9
Frontier Logo
9:15 pm - 10:19 pm
ATL
-
MDW
2h 04mnonstop
Frontier Logo
9:38 am - 12:45 pm
MDW
-
ATL
2h 07mnonstop
$84Frontier
Fri, Feb 6 - Sat, Feb 7
Southwest Logo
6:00 am - 7:40 am
LGA
-
MDW
2h 40mnonstop
Southwest Logo
8:20 am - 11:30 am
MDW
-
LGA
2h 10mnonstop
$137Southwest
Sat, Feb 28 - Sun, Mar 1
Southwest Logo
7:45 am - 9:05 am
BWI
-
MDW
2h 20mnonstop
Southwest Logo
6:50 am - 9:45 am
MDW
-
BWI
1h 55mnonstop
$139Southwest
Wed, Feb 25 - Wed, Mar 4
Multiple Airlines Logo
8:00 am - 7:07 pm
LGA
-
MDW
12h 07m
2 stops
Multiple Airlines Logo
2:19 pm - 3:59 pm
MDW
-
LGA
24h 40m
1 stop
$144Multiple Airlines
Tue, Feb 10 - Mon, Feb 16
Multiple Airlines Logo
7:57 pm - 9:29 pm
BWI
-
MDW
26h 32m
1 stop
Multiple Airlines Logo
6:25 am - 5:47 pm
MDW
-
BWI
10h 22m
1 stop
$151Multiple Airlines
Sat, Feb 21 - Sat, Feb 28
Delta Logo
6:05 am - 8:54 am
DCA
-
MDW
3h 49m
1 stop
Delta Logo
12:45 pm - 6:29 pm
MDW
-
DCA
4h 44m
1 stop
$217Delta
Wed, Feb 25 - Wed, Mar 4

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 January 28, 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

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 2/7

7:40 am-8:43 am

Nonstop2h 03m

Chicago Midway

Mon 2/9

6:20 am-9:37 am

Nonstop2h 17m

$79

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Sat 2/21

8:29 pm-9:33 pm

Nonstop2h 04m

Chicago Midway

Mon 2/23

2:19 pm-5:22 pm

Nonstop2h 03m

$80

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Fri 2/27

5:34 pm-6:38 pm

Nonstop2h 04m

Chicago Midway

Sun 3/1

6:00 am-9:17 am

Nonstop2h 17m

$81

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Fri 2/6

9:15 pm-10:19 pm

Nonstop2h 04m

Chicago Midway

Mon 2/9

6:20 am-9:37 am

Nonstop2h 17m

$83

AtlantaChicago

ATL - MDW

ATLMDW

Atlanta Hartsfield-Jackson

Fri 2/6

9:15 pm-10:19 pm

Nonstop2h 04m

Chicago Midway

Sat 2/7

9:38 am-12:45 pm

Nonstop2h 07m

$84

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Sat 2/28

6:00 am-7:40 am

Nonstop2h 40m

Chicago Midway

Sun 3/1

8:20 am-11:30 am

Nonstop2h 10m

$137

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Wed 2/25

7:45 am-9:05 am

Nonstop2h 20m

Chicago Midway

Wed 3/4

6:50 am-9:45 am

Nonstop1h 55m

$139

New YorkChicago

LGA - MDW

LGAMDW

New York LaGuardia

Tue 2/10

8:00 am-7:07 pm

2 stops12h 07m

Chicago Midway

Mon 2/16

2:19 pm-3:59 pm

1 stop24h 40m

$144

BaltimoreChicago

BWI - MDW

BWIMDW

Baltimore/Washington

Sat 2/21

7:57 pm-9:29 pm

1 stop26h 32m

Chicago Midway

Sat 2/28

6:25 am-5:47 pm

1 stop10h 22m

$151

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Wed 2/25

6:05 am-8:54 am

1 stop3h 49m

Chicago Midway

Wed 3/4

12:45 pm-6:29 pm

1 stop4h 44m

$217

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 4 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 $256. 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 $410.

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 $207. 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 $221.

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 $222 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $357. 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 ANGELESSeptember17% cheaperFlying from Los Angeles to Chicago Midway Airport costs on average just $283 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELESDecember31% 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 ANGELESJuly338% 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

$50

Best Round-Trip Price

$79

Fastest flight time

2h 05m

Popular in

June
The best one-way flight price to Chicago from United States in the last 72 hours is $50 (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 $79 (Atlanta Hartsfield-Jackson to Chicago Midway).
Search Deals
The fastest flight to Chicago from United States takes 2h 05m (Washington, D.C. Reagan-National to Chicago Midway).
Search Deals
June has the highest demand for flights to Chicago, with a 5% 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 57 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 $168. 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 Muskegon for $93. This is 83% 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 6 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, 66% 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 January 2026, there are 8 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
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.

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