What airlines fly to Chicago?

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from United States according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 12 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from United States to Chicago?

Spirit Airlines, Frontier, and United Airlines are the most popular carriers operating from United States to Chicago

How many flights depart from United States to Chicago on average per week?

As of January 2026, 2,727 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

Which airline has the best punctuality record on the United States to Chicago flights?

According to our data, ALS have had the least number of delays on this route over the last 12 months; with about 8% of their flights experiencing any sort of delay.

What is the most punctual flight time for the United States to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

How often are flights from the United States to Chicago delayed?

Historically, on average around 13% of flights between United States and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 151 minutes.

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 New York to Chicago O'Hare Intl Airport is 2h 46m on average, while flying from Boston to Chicago O'Hare Intl Airport is 2h 50m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from United States to Chicago on average per day?

As of January 2026, 389 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 42% of daily flights taking off in the afternoon.

When did momondo last update prices for flights from United States to Chicago?

Prices for flights from United States to Chicago are updated daily.

How many operators does momondo search for flights from United States to Chicago?

The number of operators available for flights from United States to Chicago is 11 as of January 2026.

How old do you have to be to fly from United States 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 from United States to Chicago.

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

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$50 Cheap Flights from the United States to Chicago in 2026

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Find the cheapest flights from the United States to Chicago

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from the United States to Chicago

Enter your travel dates to find the best prices.

12:05 pm - 1:32 pm

BWI

ORD

2h 27mnonstop

5:25 am - 8:25 am

ORD

BWI

2h 00mnonstop

$73Frontier

Thu, Feb 5 - Sun, Feb 8

12:40 pm - 2:07 pm

BWI

ORD

2h 27mnonstop

8:10 am - 11:10 am

ORD

BWI

2h 00mnonstop

$74Frontier

Mon, Jan 26 - Thu, Jan 29

7:19 pm - 8:46 pm

BWI

ORD

2h 27mnonstop

3:15 pm - 6:24 pm

ORD

BWI

2h 09mnonstop

$75Frontier

Thu, Feb 12 - Thu, Feb 19

9:05 pm - 10:42 pm

EWR

ORD

2h 37mnonstop

4:38 pm - 7:46 pm

ORD

EWR

2h 08mnonstop

$85Spirit Airlines

Sat, Feb 7 - Sun, Feb 8

9:05 pm - 10:42 pm

EWR

ORD

2h 37mnonstop

12:44 pm - 11:27 pm

ORD

EWR

9h 43m

1 stop

$86Spirit Airlines

Fri, Feb 6 - Wed, Feb 11

12:45 pm - 2:49 pm

BOS

ORD

3h 04mnonstop

4:15 pm - 7:39 pm

ORD

BOS

2h 24mnonstop

$135United Airlines

Thu, Jan 29 - Sun, Feb 1

7:15 am - 7:03 pm

SFO

ORD

9h 48m

1 stop

3:52 pm - 11:48 pm

ORD

SFO

9h 56m

1 stop

$250Alaska Airlines

Wed, Apr 22 - Wed, Apr 29

9:16 am - 11:37 pm

SFO

ORD

12h 21m

1 stop

2:06 pm - 7:43 pm

ORD

SFO

7h 37m

1 stop

$251Alaska Airlines

Wed, Feb 4 - Fri, Feb 6

12:40 am - 8:38 am

SFO

ORD

5h 58m

1 stop

7:09 pm - 11:57 pm

ORD

SFO

6h 48m

1 stop

$252Delta

Wed, Apr 22 - Tue, Apr 28

11:51 pm - 6:20 am

SFO

ORD

4h 29mnonstop

6:25 am - 9:27 am

ORD

SFO

5h 02mnonstop

$255United Airlines

Wed, Feb 11 - Tue, Feb 17

United Airlines flights from United States to Chicago

Our best United Airlines deals on United States to Chicago flight tickets

United Airlines

Jan 29

BOS12:45 pmBoston Logan Intl

3h 04m

ORD2:49 pmChicago O'Hare Intl

Feb 1

ORD4:15 pmChicago O'Hare Intl

2h 24m

BOS7:39 pmBoston Logan Intl

$135

United Airlines

Mar 7

BOS7:16 amBoston Logan Intl

3h 06m

ORD9:22 amChicago O'Hare Intl

Mar 14

ORD6:15 pmChicago O'Hare Intl

2h 28m

BOS9:43 pmBoston Logan Intl

$163

United Airlines

Jan 30

BOS7:07 pmBoston Logan Intl

5h 32m

1 stop

ORD11:39 pmChicago O'Hare Intl

Feb 1

ORD9:13 amChicago O'Hare Intl

2h 33m

BOS12:46 pmBoston Logan Intl

$171

Delta flights from United States to Chicago

Our best Delta deals on United States to Chicago flight tickets

Delta

Feb 27

LGA7:30 amNew York LaGuardia

2h 57m

ORD9:27 amChicago O'Hare Intl

Mar 9

ORD12:00 pmChicago O'Hare Intl

2h 11m

LGA3:11 pmNew York LaGuardia

$137

Delta

Feb 18

JFK8:10 amNew York John F Kennedy Intl

2h 46m

ORD9:56 amChicago O'Hare Intl

Feb 25

ORD2:12 pmChicago O'Hare Intl

2h 32m

JFK5:44 pmNew York John F Kennedy Intl

$138

Delta

Jan 22

BOS4:10 pmBoston Logan Intl

3h 09m

ORD6:19 pmChicago O'Hare Intl

Jan 25

ORD7:05 amChicago O'Hare Intl

2h 35m

BOS10:40 amBoston Logan Intl

$147

Fly from

Fly to

Route

Depart

Return

Price

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 2/5

12:05 pm-1:32 pm

Nonstop2h 27m

Chicago O'Hare Intl

Sun 2/8

5:25 am-8:25 am

Nonstop2h 00m

$73

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Mon 1/26

12:40 pm-2:07 pm

Nonstop2h 27m

Chicago O'Hare Intl

Thu 1/29

8:10 am-11:10 am

Nonstop2h 00m

$74

BaltimoreChicago

BWI - ORD

BWIORD

Baltimore/Washington

Thu 2/12

7:19 pm-8:46 pm

Nonstop2h 27m

Chicago O'Hare Intl

Thu 2/19

3:15 pm-6:24 pm

Nonstop2h 09m

$75

NewarkChicago

EWR - ORD

EWRORD

Newark

Sat 2/7

9:05 pm-10:42 pm

Nonstop2h 37m

Chicago O'Hare Intl

Sun 2/8

4:38 pm-7:46 pm

Nonstop2h 08m

$85

NewarkChicago

EWR - ORD

EWRORD

Newark

Fri 2/6

9:05 pm-10:42 pm

Nonstop2h 37m

Chicago O'Hare Intl

Wed 2/11

12:44 pm-11:27 pm

1 stop9h 43m

$86

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/29

12:45 pm-2:49 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sun 2/1

4:15 pm-7:39 pm

Nonstop2h 24m

$135

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 4/22

7:15 am-7:03 pm

1 stop9h 48m

Chicago O'Hare Intl

Wed 4/29

3:52 pm-11:48 pm

1 stop9h 56m

$250

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 2/4

9:16 am-11:37 pm

1 stop12h 21m

Chicago O'Hare Intl

Fri 2/6

2:06 pm-7:43 pm

1 stop7h 37m

$251

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 4/22

12:40 am-8:38 am

1 stop5h 58m

Chicago O'Hare Intl

Tue 4/28

7:09 pm-11:57 pm

1 stop6h 48m

$252

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 2/11

11:51 pm-6:20 am

Nonstop4h 29m

Chicago O'Hare Intl

Tue 2/17

6:25 am-9:27 am

Nonstop5h 02m

$255

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from United States to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

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 $182. 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 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 $290. 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 $364.

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 $268. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $364.

What is the cheapest United States to Chicago flight route?

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

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 $237 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 $168 on momondo.

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

There are 4 cabin classes available to choose from on United States to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on United States to Chicago flights?

No. A direct flight is the cheapest option for a flight between United States to Chicago.

Cheap United States to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from United States to Chicago

Best Price Found	$29
Fastest flight time	0h 50m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from United States in the past 72 hours is $29. The best round-trip flight deal from United States to Chicago found on momondo in the last 72 hours is $68.

The fastest flight from United States to Chicago takes 0h 50m

Direct flights go from United States to Chicago every day.

There are 3 airports in Chicago. From United States there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

When did momondo last update prices for flights from United States to Chicago?
Prices for flights from United States to Chicago are updated daily.
How many operators does momondo search for flights from United States to Chicago?
The number of operators available for flights from United States to Chicago is 11 as of January 2026.
How old do you have to be to fly from United States 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 from United States to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from United States to Chicago?
Based on momondo bookings for flights between United States and Chicago, the leading plane model is Boeing 737-800, making up 20.45% of the total bookings. Other popular models include Airbus A321neo with 13.98%, Boeing 737-900 with 9.25%, and Airbus A320neo with 6.67%.

Best airlines flying from United States to Chicago

Compare and see reviews for airlines that fly from United States to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $43	Free Cancellation	Rating 5.7 3,057 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $45	Free Cancellation	Rating 6.3 8,320 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $67	Free Cancellation	Rating 7.2 2,887 reviews	Search JetBlue flights
Delta	PriceFrom $83	Free Cancellation	Rating 7.9 8,050 reviews	Search Delta flights
Allegiant Air	PriceFrom $91	Free Cancellation	Rating 7.2 702 reviews	Search Allegiant Air flights
Hawaiian Airlines	PriceFrom $101	Free Cancellation	Rating 7.8 2,827 reviews	Search Hawaiian Airlines flights
Southwest	PriceFrom $117	Free Cancellation	Rating 8.0 4,258 reviews	Search Southwest flights
United Airlines	PriceFrom $117	Free Cancellation	Rating 7.4 9,164 reviews	Search United Airlines flights
American Airlines	PriceFrom $128	Free Cancellation	Rating 7.2 11,135 reviews	Search American Airlines flights
Sun Country Air	PriceFrom $130	Free Cancellation	Rating 6.9 342 reviews	Search Sun Country Air flights

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 from United States 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 from United States to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from United States with this policy.

How can momondo help me find flights from United States to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from United States.

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

Yes momondo offers price alerts on flights to Chicago from United States. 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 trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

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Flights to Las Vegasfrom $21

Flights to Washington, D.C.from $54

Flights to Bostonfrom $50

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Flights to Denverfrom $56

Cheap flights from the United States to Chicago from $52

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United States to Chicago departing on 4/15. 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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Filter for what you want

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Find the cheapest flights from the United States to Chicago

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Our best United Airlines deals on United States to Chicago flight tickets

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Our best Delta deals on United States to Chicago flight tickets

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Use the filters below to find and compare flights from the United States to Chicago that are best for you.

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How to get the cheapest flight ticket from United States to Chicago

What is the cheapest month to fly to Chicago?

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

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 $268. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $364.

What is the cheapest United States to Chicago flight route?

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

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

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

There are 4 cabin classes available to choose from on United States to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on United States to Chicago flights?

No. A direct flight is the cheapest option for a flight between United States to Chicago.

What is the cheapest airline that flies from United States to Chicago?

Spirit Airlines, Frontier, and United Airlines are the most popular carriers operating from United States to Chicago

What airlines fly to Chicago?

How often are flights from the United States to Chicago delayed?

Historically, on average around 13% of flights between United States and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 151 minutes.

What is the most punctual flight time for the United States to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on the United States to Chicago flights?

According to our data, ALS have had the least number of delays on this route over the last 12 months; with about 8% of their flights experiencing any sort of delay.

How many flights depart from United States to Chicago on average per day?

As of January 2026, 389 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 42% of daily flights taking off in the afternoon.

How many flights depart from United States to Chicago on average per week?

As of January 2026, 2,727 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Cheap United States to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from United States to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

When did momondo last update prices for flights from United States to Chicago?

How many operators does momondo search for flights from United States to Chicago?

How old do you have to be to fly from United States to Chicago?

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

What is the most popular plane model from United States to Chicago?

Best airlines flying from United States to Chicago

Compare and see reviews for airlines that fly from United States to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights from United States to Chicago?

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago