Search Cheap Flights to
Chicago

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chicago Flights as Low as $90

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$90 Roundtrip, found 7 hours ago
$90
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $90 found 7 hours ago
United
Wed, Aug 13 - Tue, Aug 19
LGA
LaGuardia
ORD
O'Hare Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 13 from LaGuardia to O'Hare Intl., returning Tue, Aug 19, priced at $93 found 1 day ago
United
Mon, Aug 4 - Mon, Aug 11
LGA
LaGuardia
ORD
O'Hare Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select United flight, departing Mon, Aug 4 from LaGuardia to O'Hare Intl., returning Mon, Aug 11, priced at $97 found 1 day ago
United
Fri, Sep 19 - Wed, Sep 24
LGA
LaGuardia
ORD
O'Hare Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select United flight, departing Fri, Sep 19 from LaGuardia to O'Hare Intl., returning Wed, Sep 24, priced at $98 found 2 days ago
Spirit Airlines
Tue, Aug 26 - Sat, Aug 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 4 hours ago
$130
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Aug 26 from Los Angeles Intl. to O'Hare Intl., returning Sat, Aug 30, priced at $130 found 4 hours ago
Delta
Tue, Aug 5 - Tue, Aug 12
LGA
LaGuardia
ORD
O'Hare Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 5 from LaGuardia to O'Hare Intl., returning Tue, Aug 12, priced at $139 found 1 day ago
American Airlines
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 7 hours ago
$147
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Sep 27 from LaGuardia to O'Hare Intl., returning Tue, Sep 30, priced at $147 found 7 hours ago
American Airlines
Tue, Sep 9 - Sat, Sep 13
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 9 from Sky Harbor Intl. to O'Hare Intl., returning Sat, Sep 13, priced at $149 found 1 day ago
Frontier Airlines
Sat, Aug 23 - Thu, Aug 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 23 from Los Angeles Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $177 found 3 days ago
Frontier Airlines
Thu, Aug 28 - Thu, Sep 4
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Sky Harbor Intl. to Midway Intl., returning Thu, Sep 4, priced at $197 found 2 days ago
Hawaiian Airlines
Tue, Oct 7 - Wed, Oct 15
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from Sky Harbor Intl. to O'Hare Intl., returning Wed, Oct 15, priced at $203 found 3 days ago
Alaska Airlines
Tue, Oct 14 - Mon, Oct 27
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Tue, Oct 14 from Sky Harbor Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $204 found 2 days ago
Delta
Tue, Nov 4 - Tue, Nov 11
LGA
LaGuardia
MDW
Midway Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 4 from LaGuardia to Midway Intl., returning Tue, Nov 11, priced at $217 found 1 day ago
Delta
Tue, Sep 2 - Wed, Sep 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$251 Roundtrip, found 11 hours ago
$251
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 3, priced at $251 found 11 hours ago
JetBlue Airways
Tue, Oct 14 - Tue, Oct 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$327 Roundtrip, found 1 hour ago
$327
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Oct 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 28, priced at $327 found 1 hour ago
Sun Country Airlines
Wed, Oct 15 - Sun, Oct 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Wed, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Sun, Oct 19, priced at $343 found 1 day ago

Cheap Flights to Chicago

Fall in love at first flight with your vacation to Chicago by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chicago on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chicago, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chicago

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chicago with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Chicago?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chicago are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chicago?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chicago.

What airport is best to fly into Chicago?

When you’re planning your trip to Chicago, convenience is the name of the game. Luckily, Chicago Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Chicago must-do list.

How much are flights to Chicago?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chicago on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $90, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chicago?

The trick to saving a stack of cash on your flight to Chicago? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $90 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$63

Last Minute Hotel Deals in Chicago

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,936 reviews)
"Historical place to stay if in Chicago"

Reviewed on Jul 10, 2025

Get rates
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (2,012 reviews)
"Perfect"

Reviewed on Jul 10, 2025

Get rates
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,420 reviews)
Great stay
"Convenient to attractions, clean and comfortable. Wish they had an airport shuttle. Pool was closed for maintenance but I doubt we would have used anyway"

Reviewed on Jul 10, 2025

Get rates
Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,416 reviews)
"We had a wonderful stay in Chicago."

Reviewed on Jul 11, 2025

Get rates
Embassy Suites by Hilton Chicago Downtown River North
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,235 reviews)
"Nice room & staff. had a balcony"

Reviewed on Jul 9, 2025

Get rates
Crowne Plaza Chicago West Loop by IHG
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,338 reviews)
"This hotel and room were gorgeous. There was an iPad lighting system that my daughter loved. The terrace space was gorgeous and comfortable."

Reviewed on Jul 11, 2025

Get rates
citizenM Chicago Downtown
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 out of 5
105 E Delaware Pl, Chicago, IL
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (3,466 reviews)
"If you’re looking to stay downtown on a budget, this is a good option for you. My only major complaint is with the elevator, which would get really backed up during breakfast and check out times. A couple minor complaints are that the toiletries offered were subpar and the fitness room had run out ..."

Reviewed on Jul 10, 2025

Get rates
The Whitehall Hotel, BW Premier Collection
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
8.8/10 Excellent! (2,386 reviews)
"I will go again there. All exceeded expectations."

Reviewed on Jul 12, 2025

Get rates
Swissotel - Chicago
See all 5,317 properties in Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Hotels With Free Airport Shuttle

Super 8 by Wyndham Chicago O'Hare Airport
Super 8 by Wyndham Chicago O'Hare Airport
3.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
Stay at this 3.5-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.8/10 Good! (1,304 reviews)
high recommend
"Needed a place to stay due to a flight delay. shuttle pick up at 1:00 am ! Great price, friendly staff, clean place w/breakfast and shuttle to airport in the Morning. Everything went smooth in a chaotic moment at the airport, thanks to Super 8!"

Reviewed on Jul 11, 2025

Get rates
Super 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 E Grand Avenue, Bensenville, IL
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7/10 Good! (1,014 reviews)
"Staff was very pleasant and kind very accommodating"

Reviewed on Jul 9, 2025

Get rates
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport
2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,959 reviews)
"yo"

Reviewed on Jul 9, 2025

Get rates
Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area by IHG
Holiday Inn Chicago O'Hare Area by IHG
3 out of 5
5615 North Cumberland Avenue, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.6/10 Good! (1,001 reviews)
"Room key malfunctioned multiple times. Otherwise a great stay."

Reviewed on Jul 7, 2025

Get rates
Holiday Inn Chicago O'Hare Area by IHG
Loews Chicago O'Hare Hotel
Loews Chicago O'Hare Hotel
4.5 out of 5
5300 N River Rd, Rosemont, IL
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (1,867 reviews)
"Great staff"

Reviewed on Jul 10, 2025

Get rates
Loews Chicago O'Hare Hotel
Carlton Inn Midway
Carlton Inn Midway
2 out of 5
4944 S Archer Ave, Chicago, IL
Book a stay at this business-friendly motel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.4/10 (1,000 reviews)
"It was great. I lost my key card twice i was given a new one both times. I would like to mention someone was at the desk each time i went whether it 9am or 2am. Staff is great. Quick easy check in and check out. Out of all the inconveniences i faced on my trip to Chicago, this hotel was NOT one of ..."

Reviewed on Jul 7, 2025

Get rates
Carlton Inn Midway
See all 5,317 properties in Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.