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Flights to Chicago

$91 Cheap flights to Chicago

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 departing on 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:35 pm - 11:55 pm
DFW
-
ORD
10h 20m
1 stop
Frontier Logo
6:05 am - 8:44 am
ORD
-
DFW
2h 39mnonstop
$188Frontier
Tue, Oct 6 - Sat, Oct 10
Frontier Logo
3:01 pm - 5:26 pm
DFW
-
MDW
2h 25mnonstop
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
$188Frontier
Sat, Jul 25 - Tue, Jul 28
American Airlines Logo
7:29 pm - 9:30 pm
LGA
-
ORD
3h 01mnonstop
American Airlines Logo
8:25 pm - 11:45 pm
ORD
-
LGA
2h 20mnonstop
$191American Airlines
Fri, Sep 4 - Tue, Sep 8
JetBlue Logo
8:00 pm - 9:58 pm
JFK
-
ORD
2h 58mnonstop
JetBlue Logo
5:27 pm - 9:00 pm
ORD
-
JFK
2h 33mnonstop
$191JetBlue
Sun, Aug 16 - Sat, Aug 22
Delta Logo
7:33 am - 9:27 am
JFK
-
ORD
2h 54mnonstop
Delta Logo
6:00 am - 9:21 am
ORD
-
JFK
2h 21mnonstop
$192Delta
Thu, Sep 3 - Wed, Sep 9
Delta Logo
5:55 pm - 7:59 pm
LGA
-
ORD
3h 04mnonstop
Delta Logo
7:00 am - 10:14 am
ORD
-
LGA
2h 14mnonstop
$194Delta
Sat, Jul 18 - Wed, Jul 22
JetBlue Logo
7:05 am - 8:51 am
JFK
-
ORD
2h 46mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$194JetBlue
Sat, Jul 18 - Wed, Jul 29
American Airlines Logo
7:16 am - 9:05 am
LGA
-
ORD
2h 49mnonstop
American Airlines Logo
4:38 pm - 8:00 pm
ORD
-
LGA
2h 22mnonstop
$195American Airlines
Mon, Aug 10 - Sat, Aug 15
United Airlines Logo
6:29 pm - 8:13 pm
LGA
-
ORD
2h 44mnonstop
United Airlines Logo
6:00 am - 9:13 am
ORD
-
LGA
2h 13mnonstop
$197United Airlines
Fri, Sep 11 - Sun, Sep 13
United Airlines Logo
6:05 am - 9:36 am
LGA
-
ORD
4h 31m
1 stop
United Airlines Logo
11:00 am - 2:23 pm
ORD
-
LGA
2h 23mnonstop
$198United Airlines
Wed, Jul 22 - Tue, Jul 28

momondo Fare Finder

 
Locate flights to Chicago 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 July 3, 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 10/6

1:35 pm-11:55 pm

1 stop10h 20m

Chicago O'Hare Intl

Sat 10/10

6:05 am-8:44 am

Nonstop2h 39m

$188

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 7/25

3:01 pm-5:26 pm

Nonstop2h 25m

Chicago Midway

Tue 7/28

5:46 pm-8:20 pm

Nonstop2h 34m

$188

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 9/4

7:29 pm-9:30 pm

Nonstop3h 01m

Chicago O'Hare Intl

Tue 9/8

8:25 pm-11:45 pm

Nonstop2h 20m

$191

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sun 8/16

8:00 pm-9:58 pm

Nonstop2h 58m

Chicago O'Hare Intl

Sat 8/22

5:27 pm-9:00 pm

Nonstop2h 33m

$191

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 9/3

7:33 am-9:27 am

Nonstop2h 54m

Chicago O'Hare Intl

Wed 9/9

6:00 am-9:21 am

Nonstop2h 21m

$192

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 7/18

5:55 pm-7:59 pm

Nonstop3h 04m

Chicago O'Hare Intl

Wed 7/22

7:00 am-10:14 am

Nonstop2h 14m

$194

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 7/18

7:05 am-8:51 am

Nonstop2h 46m

Chicago O'Hare Intl

Wed 7/29

6:00 am-9:17 am

Nonstop2h 17m

$194

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 8/10

7:16 am-9:05 am

Nonstop2h 49m

Chicago O'Hare Intl

Sat 8/15

4:38 pm-8:00 pm

Nonstop2h 22m

$195
Quickest round-trip

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 9/11

6:29 pm-8:13 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sun 9/13

6:00 am-9:13 am

Nonstop2h 13m

$197

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 7/22

6:05 am-9:36 am

1 stop4h 31m

Chicago O'Hare Intl

Tue 7/28

11:00 am-2:23 pm

Nonstop2h 23m

$198

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 from

Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from United States, with most prices found around $178. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from United States to Chicago during February average around $184.

What is the absolute cheapest flight to Chicago?

In the past two weeks, users have booked deals to Chicago for $57/person, which is 79% cheaper than the average flight to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

See prices from:

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

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $319. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from United States to Chicago for around $392.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from United States to Chicago during this time can be as low as $302. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $371.

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

You are more likely to see cheaper flights to Chicago from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $243 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United States for as low as $174 on momondo.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
Find flights from Los Angeles to Chicago O'Hare Intl Airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM LOS ANGELESSeptember28% cheaperFlying from Los Angeles to Chicago costs on average just $248 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LOS ANGELESJune23% more expensiveIt costs about $422 for flights to Chicago from Los Angeles in June
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LOS ANGELESJuly222% more users visitedMore momondo users searched in flights to Chicago from Los Angeles in July than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$91

Best Round-Trip Price

$188

Fastest flight time

2h 21m

Popular in

June
The best one-way flight price to Chicago from United States in the last 5 days is $91 (Dallas/Fort Worth to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from United States in the last 5 days is $188 (Dallas/Fort Worth to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from United States takes 2h 21m (Dallas/Fort Worth to Chicago Midway).
Search Deals
June has the highest demand for flights to Chicago, with a 16% price increase on average.
Search Deals

Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

The best time to plan to fly to Chicago to go sightseeing would be when the temperature is not unbearable and the chance of rain is only moderate. Considering those guidelines, May or June seems like the best time of year to plan your visit.

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

The best time to book a flight to Chicago from United States is 83 days out, which is when prices tend to be around $250. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $193.

Is there an alternative airport near Chicago?

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (9 mi from Chicago city center) or Chicago Greater Rockford Airport (79 mi from Chicago city center).

Is there a cheaper alternative to flying into Chicago?

The cheapest airport near Chicago is typically Chicago Greater Rockford Airport with an average price of $177/person. These prices vary based on where travelers are coming from. It is suggested that travelers looking to save money try momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Downtown?

Yes. To go to Downtown, book a flight to Chicago Midway which is in Chicago and is about 8.9 mi away from Downtown.

What’s the closest airport to Magnificent Mile?

Chicago Midway in Chicago is the closest airport to Magnificent Mile (distance: 9.7 mi).

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago are updated daily.

How many operators does momondo search for flights to Chicago?

As of July 2026, there are 60 operators available to choose from for flights to Chicago.

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

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.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

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

Why use momondo?

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

We help find the flight that best suits your needs; momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight for you.

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

Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

How can momondo help me find flights to Chicago?

Once you have performed a search for flights to Chicago, momondo helps you find the right flight by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago and alert you when they change.

An easier way to manage your Chicago trip

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