Which airlines fly to Chicago?

American Airlines, United Airlines, Frontier and Southwest are the most popular airlines that fly from United States to Chicago on a routine basis, according to our data. You should be able to find flights to Chicago with these airlines and other airlines flying from United States.

Southwest Flights to Chicago

There are 68 Southwest flights to Chicago in a normal week. The most common departure point is Las Vegas Harry Reid Intl and the best Southwest ticket price seen on momondo is $117 (last 72 hours, from Atlanta Hartsfield-Jackson, to Chicago). Southwest has a score of 8.0 from 4,241 user reviews on momondo.

Hawaiian Airlines Flights to Chicago

Hawaiian Airlines (7.8/10, 2,804 reviews) is also a popular choice for flights to Chicago, with deals from as low as $108 from San Francisco, round-trip. With 23 Hawaiian Airlines flights to Chicago on average each week, prices can vary significantly by origin and availability.

How long does it take to fly to Chicago?

Average flight duration from United States to Chicago depends on which airport you fly into and out of. Flying from Los Angeles to Chicago O'Hare Intl is 3h 56m on average, while flying from Miami to Chicago O'Hare Intl is 3h 15m on average. Chicago O'Hare Intl is the most popular airport in Chicago.

$46 Cheap Flights to Chicago in 2025/26

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Cheap round-trip flights

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6:00 am - 11:54 amDFW-ORD

5h 54m1 stop

4:49 pm - 7:29 pmORD-DFW

2h 40mnonstop

$92Multiple Airlines

Find Deal

Sat, Dec 6 - Thu, Dec 11

5:25 am - 7:43 amDFW-ORD

2h 18mnonstop

3:26 pm - 11:12 pmORD-DFW

7h 46m1 stop

$93Spirit Airlines

Find Deal

Tue, Dec 2 - Sat, Dec 6

10:24 pm - 12:59 amDFW-ORD

2h 35mnonstop

8:59 am - 11:46 amORD-DFW

2h 47mnonstop

$94Frontier

Find Deal

Wed, Nov 12 - Sun, Nov 23

4:07 pm - 5:59 pmJFK-ORD

2h 52mnonstop

1:24 pm - 12:59 amORD-JFK

10h 35m1 stop

$95Frontier

Find Deal

Sat, Nov 22 - Sat, Dec 6

4:30 pm - 6:55 pmDFW-ORD

2h 25mnonstop

8:14 pm - 10:59 pmORD-DFW

2h 45mnonstop

$117United Airlines

Find Deal

Sat, Jan 10 - Tue, Jan 13

9:15 am - 10:57 amLGA-ORD

2h 42mnonstop

6:00 am - 9:07 amORD-LGA

2h 07mnonstop

$132United Airlines

Find Deal

Wed, Dec 10 - Sun, Dec 14

7:26 am - 11:10 amDEN-ORD

2h 44mnonstop

8:25 pm - 10:20 pmORD-DEN

2h 55mnonstop

$134American Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

7:07 am - 9:05 amEWR-ORD

2h 58mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$138American Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 8

5:30 am - 1:30 pmDEN-ORD

7h 00m1 stop

2:15 pm - 9:35 pmORD-DEN

8h 20m1 stop

$153Southwest

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Wed, Dec 10 - Thu, Dec 11

12:10 pm - 10:35 pmSEA-ORD

8h 25m1 stop

4:25 pm - 10:55 pmORD-SEA

8h 30m1 stop

$206Southwest

Find Deal

Sat, Dec 13 - Tue, Dec 16

Fly from

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 12/6

6:00 am-11:54 am

1 stop5h 54m

Chicago O'Hare Intl

Thu 12/11

4:49 pm-7:29 pm

Nonstop2h 40m

$92

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 12/2

5:25 am-7:43 am

Nonstop2h 18m

Chicago O'Hare Intl

Sat 12/6

3:26 pm-11:12 pm

1 stop7h 46m

$93

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 11/12

10:24 pm-12:59 am

Nonstop2h 35m

Chicago O'Hare Intl

Sun 11/23

8:59 am-11:46 am

Nonstop2h 47m

$94

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 11/22

4:07 pm-5:59 pm

Nonstop2h 52m

Chicago O'Hare Intl

Sat 12/6

1:24 pm-12:59 am

1 stop10h 35m

$95

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 1/10

4:30 pm-6:55 pm

Nonstop2h 25m

Chicago O'Hare Intl

Tue 1/13

8:14 pm-10:59 pm

Nonstop2h 45m

$117

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 12/10

9:15 am-10:57 am

Nonstop2h 42m

Chicago O'Hare Intl

Sun 12/14

6:00 am-9:07 am

Nonstop2h 07m

$132

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 12/4

7:26 am-11:10 am

Nonstop2h 44m

Chicago O'Hare Intl

Mon 12/8

8:25 pm-10:20 pm

Nonstop2h 55m

$134

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 12/6

7:07 am-9:05 am

Nonstop2h 58m

Chicago O'Hare Intl

Mon 12/8

7:27 pm-10:41 pm

Nonstop2h 14m

$138

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 12/10

5:30 am-1:30 pm

1 stop7h 00m

Chicago O'Hare Intl

Thu 12/11

2:15 pm-9:35 pm

1 stop8h 20m

$153

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sat 12/13

12:10 pm-10:35 pm

1 stop8h 25m

Chicago O'Hare Intl

Tue 12/16

4:25 pm-10:55 pm

1 stop8h 30m

$206

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Chicago flights insights and trends

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

Prices

Other information

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 $184. 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 $189.

What is the absolute cheapest flight to Chicago?

In the past two weeks, users have booked deals to Chicago for $65/person, which is 72% 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 Wednesday when prices can be found for as low as $292. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from United States to Chicago for around $384.

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 $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

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 $248 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 $186 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 ANGELES	September	17% cheaper	Flying from Los Angeles to Chicago costs on average just $242 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LOS ANGELES	December	14% more expensive	It costs about $334 for flights to Chicago from Los Angeles in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LOS ANGELES	November	136% more users visited	More momondo users searched in flights to Chicago from Los Angeles in November than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price	$46
Best Round-Trip Price	$92
Fastest flight time	2h 18m
Popular in	August

The best one-way flight price to Chicago from United States in the last 72 hours is $46 (Dallas/Fort Worth to Chicago O'Hare Intl).

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The best round-trip flight price to Chicago from United States in the last 72 hours is $92 (Dallas/Fort Worth to Chicago O'Hare Intl).

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The fastest flight to Chicago from United States takes 2h 18m (Dallas/Fort Worth to Chicago O'Hare Intl).

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August has the highest demand for flights to Chicago, with a 7% price increase on average.

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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 64 days out, which is when prices tend to be around $240. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $165.

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 $157/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 O'Hare Intl which is in Chicago and is about 15.7 mi away from Downtown.

What’s the closest airport to Magnificent Mile?

Chicago O'Hare Intl in Chicago is the closest airport to Magnificent Mile (distance: 15.5 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 November 2025, there are 59 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.

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New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

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.