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Chicago

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Chicago Flights as Low as $131

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

Frontier Airlines
Wed, Jul 22 - Wed, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jul 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jul 22, priced at $131 found 1 day ago
Bargain Flight
Wed, Oct 21 - Tue, Nov 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$168 Roundtrip, found 8 hours ago
$168
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Wed, Oct 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Nov 10, priced at $168 found 8 hours ago
Frontier Airlines
Wed, Sep 30 - Sat, Oct 3
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$170 Roundtrip, found 8 hours ago
$170
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Oct 3, priced at $170 found 8 hours ago
Frontier Airlines
Tue, Aug 25 - Sat, Sep 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$206 Roundtrip, found 8 hours ago
$206
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Los Angeles Intl. to O'Hare Intl., returning Sat, Sep 5, priced at $206 found 8 hours ago
Air Canada
Tue, Sep 1 - Sat, Sep 12
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Sep 1 from Pearson Intl. to O'Hare Intl., returning Sat, Sep 12, priced at $224 found 1 day ago
Delta
Mon, Sep 28 - Mon, Oct 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$225 Roundtrip, found 6 days ago
$225
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Sep 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Mon, Oct 5, priced at $225 found 6 days ago
American Airlines
Wed, Sep 9 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$241 Roundtrip, just found
$241
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $241 just found
Frontier Airlines
Tue, Aug 18 - Sat, Sep 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$269 Roundtrip, found 6 hours ago
$269
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Los Angeles Intl. to Midway Intl., returning Sat, Sep 12, priced at $269 found 6 hours ago
Delta
Sat, Aug 1 - Mon, Aug 17
YYZ
Pearson Intl.
MDW
Midway Intl.
$283 Roundtrip, found 8 hours ago
$283
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Aug 1 from Pearson Intl. to Midway Intl., returning Mon, Aug 17, priced at $283 found 8 hours ago
Delta
Sat, Aug 8 - Tue, Aug 11
DAL
Love Field
MDW
Midway Intl.
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 8 from Love Field to Midway Intl., returning Tue, Aug 11, priced at $285 found 5 days ago
Delta
Wed, Aug 19 - Wed, Aug 26
DAL
Love Field
ORD
O'Hare Intl.
$318 Roundtrip, found 20 hours ago
$318
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Aug 19 from Love Field to O'Hare Intl., returning Wed, Aug 26, priced at $318 found 20 hours ago
Alaska Airlines
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$322 Roundtrip, found 6 hours ago
$322
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Wed, Aug 12 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $322 found 6 hours ago
Porter Airlines
Fri, Jul 24 - Sun, Jul 26
YYZ
Pearson Intl.
ORD
O'Hare Intl.
$324 Roundtrip, found 1 day ago
$324
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Fri, Jul 24 from Pearson Intl. to O'Hare Intl., returning Sun, Jul 26, priced at $324 found 1 day ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$351 Roundtrip, found 15 hours ago
$351
Roundtrip
found 15 hours ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $351 found 15 hours ago
American Airlines
Fri, Jul 24 - Fri, Jul 31
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$372 Roundtrip, found 15 hours ago
$372
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Jul 24 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, Jul 31, priced at $372 found 15 hours ago
American Airlines
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$425 Roundtrip, found 4 days ago
$425
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jul 18 from Los Angeles Intl. to Greater Rockford, returning Sat, Jul 25, priced at $425 found 4 days 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 July, 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 15 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 $131, 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 $131 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$131

Last Minute Hotel Deals in Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,686 reviews)
"Everything about this place was amazing 😮‍💨"

Reviewed on Jul 4, 2026

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The Chicago Hotel Collection Ambassador Gold Coast
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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,155 reviews)
"Great location- good price for a holiday weekend"

Reviewed on Jul 4, 2026

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Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,319 reviews)
"Very convenient location for a short stay"

Reviewed on Jul 4, 2026

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Hilton Chicago O'Hare Airport
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,844 reviews)
"The rooms were spotless and very well tended to. My wife and I really enjoyed how central it was to many stores, restaurants, and places of interest. We also enjoyed the bar, with its selection of great drinks; it was a great way to relax after walking around Chicago all day!"

Reviewed on Jul 4, 2026

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Omni Chicago Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,771 reviews)
"I enjoyed my stay"

Reviewed on Jul 4, 2026

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Hyatt Regency O'Hare Chicago
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 ...
9/10 Wonderful! (4,494 reviews)
"this place didn’t have air conditioning horrible 88 degrees outside not worth the money please stay somewhere else"

Reviewed on Jul 4, 2026

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Hilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,619 reviews)
"The breakfast was a unique experience. Staff was super friendly and helpful. Room was amazing and clean and super comfortable 10/10 will be coming back"

Reviewed on Jul 4, 2026

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Hotel Riu Plaza Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,280 reviews)
"Great location. Clean room and friendly staff."

Reviewed on Jul 3, 2026

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River Hotel
See all 5,287 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
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,758 reviews)
"Front desk staff and airport shuttle driver were very attentive and kind."

Reviewed on Jul 4, 2026

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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
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,555 reviews)
"The pool was very dirty i didn't get a chance to use it. I had alot of bugs in my room from the rain i assume."

Reviewed on Jul 4, 2026

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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 ...
9.2/10 Wonderful! (2,344 reviews)
"Negatives: The pillows could have been fuller. The bathroom doesn't seem to have a fan for shower steam or odors. There aren't a lot of major chain restaurants and grocery stores nearby (ex. Chili's, Olive Garden, Walmart). Positives: The staff was always very friendly and accommodating. The rooms ..."

Reviewed on Jul 2, 2026

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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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.4/10 Very Good! (1,003 reviews)
"Loved it so much I extended a few days"

Reviewed on Jul 2, 2026

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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
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (2,107 reviews)
"Clean, quiet, comfortable."

Reviewed on Jul 4, 2026

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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 ...
6.2/10 (1,003 reviews)
"This was a basic motel. Room was ok. Breakfast was ok. Close to Metra for 25min ride in. Good price."

Reviewed on Jul 4, 2026

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Carlton Inn Midway
See all 5,287 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.