Cheap flights from North America to Chicago from $23
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 9/28. 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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Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from North America to Chicago by changing tabs
Spirit Airlines![Spirit Airlines]()
Oct 5![Spirit Airlines]()
Oct 8
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Frontier![Frontier]()
Aug 19![Frontier]()
Aug 20
DFW7:20 amDallas/Fort Worth
2h 37m
ORD9:57 amChicago O'Hare Intl
ORD8:00 amChicago O'Hare Intl
2h 29m
DFW10:29 amDallas/Fort Worth
Multiple Airlines![Multiple Airlines]()
Aug 15![Multiple Airlines]()
Aug 21
DFW3:19 pmDallas/Fort Worth
2h 36m
ORD5:55 pmChicago O'Hare Intl
ORD7:20 amChicago O'Hare Intl
2h 29m
DFW9:49 amDallas/Fort Worth
Alaska Airlines![Alaska Airlines]()
Sep 25![Alaska Airlines]()
Sep 29
SEA5:45 pmSeattle/Tacoma Intl
4h 03m
ORD11:48 pmChicago O'Hare Intl
ORD8:40 amChicago O'Hare Intl
4h 34m
SEA11:14 amSeattle/Tacoma Intl
Spirit Airlines![Spirit Airlines]()
Sep 7![Spirit Airlines]()
Sep 14
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Find the cheapest one-way flights from North America to Chicago
If you're looking for one-way flights from North America to Chicago, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Find the cheapest direct flights from North America to Chicago
Spirit Airlines![Spirit Airlines]()
Oct 5![Spirit Airlines]()
Oct 8
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Frontier![Frontier]()
Aug 19![Frontier]()
Aug 20
DFW7:20 amDallas/Fort Worth
2h 37m
ORD9:57 amChicago O'Hare Intl
ORD8:00 amChicago O'Hare Intl
2h 29m
DFW10:29 amDallas/Fort Worth
Multiple Airlines![Multiple Airlines]()
Aug 15![Multiple Airlines]()
Aug 21
DFW3:19 pmDallas/Fort Worth
2h 36m
ORD5:55 pmChicago O'Hare Intl
ORD7:20 amChicago O'Hare Intl
2h 29m
DFW9:49 amDallas/Fort Worth
Spirit Airlines![Spirit Airlines]()
Sep 7![Spirit Airlines]()
Sep 14
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Spirit Airlines![Spirit Airlines]()
Aug 27![Spirit Airlines]()
Sep 10
BOS8:00 amBoston Logan Intl
2h 53m
ORD9:53 amChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Search last-minute flights to Chicago from North America
Find and compare round-trip flight prices for your last-minute flight from North America to Chicago
Spirit Airlines![Spirit Airlines]()
Aug 7![Spirit Airlines]()
Aug 14
BOS6:35 amBoston Logan Intl
2h 54m
ORD8:29 amChicago O'Hare Intl
ORD5:03 pmChicago O'Hare Intl
5h 17m
1 stop
BOS11:20 pmBoston Logan Intl
Multiple Airlines![Multiple Airlines]()
Jul 31![Multiple Airlines]()
Aug 14
BOS6:00 amBoston Logan Intl
5h 49m
1 stop
ORD10:49 amChicago O'Hare Intl
ORD6:00 amChicago O'Hare Intl
13h 06m
1 stop
BOS8:06 pmBoston Logan Intl
Frontier![Frontier]()
Aug 1![Frontier]()
Aug 6
DFW10:25 pmDallas/Fort Worth
2h 34m
ORD12:59 amChicago O'Hare Intl
ORD6:45 pmChicago O'Hare Intl
2h 35m
DFW9:20 pmDallas/Fort Worth
Spirit Airlines![Spirit Airlines]()
Aug 7![Spirit Airlines]()
Aug 13
BOS6:35 amBoston Logan Intl
2h 54m
ORD8:29 amChicago O'Hare Intl
ORD9:33 pmChicago O'Hare Intl
2h 26m
BOS12:59 amBoston Logan Intl
Delta![Delta]()
Aug 4![Delta]()
Aug 7
JFK8:00 amNew York John F Kennedy Intl
2h 46m
ORD9:46 amChicago O'Hare Intl
ORD7:07 amChicago O'Hare Intl
2h 16m
JFK10:23 amNew York John F Kennedy Intl
Alaska Airlines flights from North America to Chicago
Our best Alaska Airlines deals on North America to Chicago flight tickets
Alaska Airlines![Alaska Airlines]()
Sep 25![Alaska Airlines]()
Sep 29
SEA5:45 pmSeattle/Tacoma Intl
4h 03m
ORD11:48 pmChicago O'Hare Intl
ORD8:40 amChicago O'Hare Intl
4h 34m
SEA11:14 amSeattle/Tacoma Intl
Alaska Airlines![Alaska Airlines]()
Sep 5![Alaska Airlines]()
Sep 9
JFK1:00 pmNew York John F Kennedy Intl
16h 40m
2 stops
ORD4:40 amChicago O'Hare Intl
ORD2:18 pmChicago O'Hare Intl
14h 43m
2 stops
JFK6:01 amNew York John F Kennedy Intl
Spirit Airlines flights from North America to Chicago
Our best Spirit Airlines deals on North America to Chicago flight tickets
Spirit Airlines![Spirit Airlines]()
Oct 5![Spirit Airlines]()
Oct 8
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
Spirit Airlines![Spirit Airlines]()
Sep 7![Spirit Airlines]()
Sep 14
BOS11:35 amBoston Logan Intl
2h 52m
ORD1:27 pmChicago O'Hare Intl
ORD2:17 pmChicago O'Hare Intl
2h 25m
BOS5:42 pmBoston Logan Intl
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 airline that flies to Chicago from North America?
Allegiant Air. Allegiant Air, Spirit Airlines, and Frontier are the most popular carriers operating from North America to Chicago
What is the cheapest North America to Chicago flight route?
Detroit Metropolitan Wayne County - Chicago O'Hare Intl. Fly from Detroit Metropolitan Wayne County to Chicago O'Hare Intl for the best North America - Chicago flight prices
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
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?
The number of operators available for flights from North America to Chicago is 11 as of July 2024.
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.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $28 | Free Cancellation | Rating 6.3 8,407 reviews | |||
| PriceFrom $33 | Free Cancellation | Rating 6.2 3,835 reviews | |||
| PriceFrom $39 | Free Cancellation | Rating 8.0 9,365 reviews | |||
| PriceFrom $49 | Free Cancellation | Rating 7.4 938 reviews | |||
| PriceFrom $76 | Free Cancellation | Rating 7.6 3,996 reviews | |||
| PriceFrom $79 | Free Cancellation | Rating 8.0 9,630 reviews | |||
| PriceFrom $98 | Free Cancellation | Rating 7.4 10,000 reviews | |||
| PriceFrom $114 | Free Cancellation | Rating 7.3 10,000 reviews | |||
| PriceFrom $302 | Free Cancellation | Rating 7.0 515 reviews |
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.
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