Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from North America 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 North America 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.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from North America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:05 pm - 1:32 pm
BWI
-
ORD
2h 27mnonstop
Frontier Logo
5:25 am - 8:25 am
ORD
-
BWI
2h 00mnonstop
$73Frontier
Thu, Feb 5 - Sun, Feb 8
Frontier Logo
12:40 pm - 2:07 pm
BWI
-
ORD
2h 27mnonstop
Frontier Logo
8:10 am - 11:10 am
ORD
-
BWI
2h 00mnonstop
$74Frontier
Mon, Jan 26 - Thu, Jan 29
Frontier Logo
7:19 pm - 8:46 pm
BWI
-
ORD
2h 27mnonstop
Frontier Logo
3:15 pm - 6:24 pm
ORD
-
BWI
2h 09mnonstop
$75Frontier
Thu, Feb 12 - Thu, Feb 19
Spirit Airlines Logo
9:05 pm - 10:42 pm
EWR
-
ORD
2h 37mnonstop
Spirit Airlines Logo
4:38 pm - 7:46 pm
ORD
-
EWR
2h 08mnonstop
$85Spirit Airlines
Sat, Feb 7 - Sun, Feb 8
Spirit Airlines Logo
9:05 pm - 10:42 pm
EWR
-
ORD
2h 37mnonstop
Spirit Airlines Logo
12:44 pm - 11:27 pm
ORD
-
EWR
9h 43m
1 stop
$86Spirit Airlines
Fri, Feb 6 - Wed, Feb 11
United Airlines Logo
12:45 pm - 2:49 pm
BOS
-
ORD
3h 04mnonstop
United Airlines Logo
4:15 pm - 7:39 pm
ORD
-
BOS
2h 24mnonstop
$135United Airlines
Thu, Jan 29 - Sun, Feb 1
Alaska Airlines Logo
7:15 am - 7:03 pm
SFO
-
ORD
9h 48m
1 stop
Alaska Airlines Logo
3:52 pm - 11:48 pm
ORD
-
SFO
9h 56m
1 stop
$250Alaska Airlines
Wed, Apr 22 - Wed, Apr 29
Alaska Airlines Logo
9:16 am - 11:37 pm
SFO
-
ORD
12h 21m
1 stop
Alaska Airlines Logo
2:06 pm - 7:43 pm
ORD
-
SFO
7h 37m
1 stop
$251Alaska Airlines
Wed, Feb 4 - Fri, Feb 6
Delta Logo
12:40 am - 8:38 am
SFO
-
ORD
5h 58m
1 stop
Delta Logo
7:09 pm - 11:57 pm
ORD
-
SFO
6h 48m
1 stop
$252Delta
Wed, Apr 22 - Tue, Apr 28
United Airlines Logo
11:51 pm - 6:20 am
SFO
-
ORD
4h 29mnonstop
United Airlines Logo
6:25 am - 9:27 am
ORD
-
SFO
5h 02mnonstop
$255United Airlines
Wed, Feb 11 - Tue, Feb 17

United Airlines flights from North America to Chicago

Our best United Airlines deals on North America 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 North America to Chicago

Our best Delta deals on North America 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

momondo Fare Finder

 
Customize your flight search to find flights from North America to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from North America to Chicago that are best for you.

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.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from North America 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

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from North America, 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 North America 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 North America 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 North America 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 North America to Chicago flight route?

Fly from Orlando to Chicago Midway for the best North America - 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 North America 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 North America for as low as $168 on momondo.

What cabin class options are available on North America to Chicago flights?

There are 4 cabin classes available to choose from on North America 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 North America to Chicago flights?

No. A direct flight is the cheapest option for a flight between North America to Chicago.

Cheap North America to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from North America 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 North America in the past 72 hours is $29. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $68.
The fastest flight from North America to Chicago takes 0h 50m
Direct flights go from North America to Chicago every day.
There are 3 airports in Chicago. From North America 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 North America to Chicago?

    Prices for flights from North America to Chicago were last updated today.

  • How many operators does momondo search for flights from North America to Chicago?

  • How old do you have to be to fly from North America 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 North America to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from North America to Chicago?

Best airlines flying from North America to Chicago

Compare and see reviews for airlines that fly from North America to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $43Free CancellationRating
5.7
3,057 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $45Free CancellationRating
6.3
8,319 reviews
Search Spirit Airlines flights
JetBluePriceFrom $67Free CancellationRating
7.2
2,887 reviews
Search JetBlue flights
DeltaPriceFrom $83Free CancellationRating
7.9
8,049 reviews
Search Delta flights
Allegiant AirPriceFrom $91Free CancellationRating
7.2
702 reviews
Search Allegiant Air flights
Hawaiian AirlinesPriceFrom $101Free CancellationRating
7.8
2,827 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,258 reviews
Search Southwest flights
United AirlinesPriceFrom $117Free CancellationRating
7.4
9,163 reviews
Search United Airlines flights
American AirlinesPriceFrom $128Free CancellationRating
7.2
11,130 reviews
Search American Airlines flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
342 reviews
Search Sun Country Air flights

Traveling to a place near Chicago?

Book flights to Chicago 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 from North America to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from North America.

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

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

How can momondo help me find flights from North America to Chicago?

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

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

Price alerts on flights to Chicago from North America are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 2/14
Sat 2/21
By creating a price alert you accept our terms of use and privacy policy.

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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport