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Chicago Flights as Low as $35
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
It's time to fly. What's waiting for you in Chicago?
Perhaps you’re searching cheap flights to Chicago for a much-needed vacation or you simply have to roll in to see the relatives. Either way, we say rock that family reunion. Tell one too many stories at the hotel bar. Traveling for work? Crush it. If you lie back and relax without your cell phone, we won’t tell.
In the end you want to score a great deal and have a fantastic time, right? Flying is a small part of the whole adventure. We get that. Wherever you’re excited to go – or get away from – start this story with Hotwire’s cheap flights to Chicago.
Not sure how to get the best price on plane tickets to Chicago?
We know there are some airline aficionados out there. If you don’t know the industry like the back of your hand, don’t worry. You can make spending less look good with our booking tips.Search certain days of the week for Chicago flights
For better savings, consider departing on a Wednesday, Thursday or Saturday. Return on a Sunday, Tuesday or Wednesday. International deals are often available when departing Monday through Thursday.Change up your days for cheaper weekend getaways
Jetting off on Thursday and returning on Sunday is generally less expensive than flying on Friday and returning on Monday.Stay a Saturday night to play more
Spending the weekend at your destination will generally result in lower airfares. We’re all for that.Consider alternate airports when searching Chicago flights
Other nearby airports may offer different fares from your current search results. Clicking “Nearby Airports” after your initial search will give a list of the closest options.See a fare that you like? Pounce!
Coordinate with your travel buddies before searching and you’ll be able to act quickly when it’s time to book. Airline ticket prices often change in minutes. We know you’re combing for the best prices but so is everyone else! If the deal is right, snag it and feel the sweet satisfaction of booking victory.Fly during the off-peak season
Certain travel destinations have especially high volume during particular seasons. For example, Europe, Hawaii and Alaska are big hits in the summer. Florida, New Orleans and Southern California are the most popular in springtime. Winter is prime for Mexico and the Caribbean, as well as ski and snowboard destinations like the Colorado Rockies. In the autumn, Northern California, the Pacific Northwest and New England draw visitors. Flying during less popular periods can mean extra money in your wallet – yes, please!Frequently Asked Questions About Chicago
How can I book last minute flights to Chicago?
Hotwire has excellent deals on flights to Chicago - score exclusive, unbeatable deals from our flight suppliers. Compare a wide range of the most popular airlines and select the best option for you.
What airport is most convenient airport to fly into Chicago?
The closest airport to Chicago is Midway Intl. Airport.
What if I have to cancel my trip to Chicago?
The fastest path to canceling your booking is through one of our self-serve tools found at https://vacation.hotwire.com/lp/coronavirus-travel
Flights to Chicago Info
| Airlines Serving | American Airlines, Delta, JetBlue Airways, Spirit Airlines, United |
|---|---|
| Number Of Airlines Serving | 5 |
| Popular Airline | United |
Last Minute Hotel Deals in Chicago
Estimated price for 1 night/2 adults
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Top Chicago Hotels
- LondonHouse Chicago, Curio Collection by Hilton
- The Godfrey Hotel Chicago
- Sofitel Chicago Magnificent Mile
- Best Western Grant Park Hotel
- Kinzie Hotel
- The Whitehall Hotel
- Congress Plaza Hotel
- Hyatt Regency Chicago
- Trump International Hotel & Tower Chicago
- Radisson Blu Aqua Hotel Chicago
- Viceroy Chicago
- Hilton Chicago O'Hare Airport
Popular Hotel Destinations
- Toronto Hotels
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- Chicago Hotels
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- Montreal Hotels
- Boston Hotels
- San Francisco Hotels
- Ottawa Hotels
- Calgary Hotels
- New Orleans Hotels
- San Diego Hotels
- Paris Hotels
- Atlanta Hotels
- Los Angeles Hotels
Popular Flights to Chicago
- Berlin to Chicago
- Dallas to Chicago
- Detroit to Chicago
- Hartford to Chicago
- Houston to Chicago
- Kansas City to Chicago
- Las Vegas to Chicago
- London to Chicago
- Los Angeles to Chicago
- Montreal to Chicago
- Moscow to Chicago
- New Orleans to Chicago
- New York to Chicago
- Orlando to Chicago
- Paris to Chicago
- Phoenix to Chicago
- Rome to Chicago
- San Francisco to Chicago
- Toronto to Chicago
- Washington to Chicago
Flights to Cities Near Chicago
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Chicago Flights as Low as $35
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
It's time to fly. What's waiting for you in Chicago?
Perhaps you’re searching cheap flights to Chicago for a much-needed vacation or you simply have to roll in to see the relatives. Either way, we say rock that family reunion. Tell one too many stories at the hotel bar. Traveling for work? Crush it. If you lie back and relax without your cell phone, we won’t tell.
In the end you want to score a great deal and have a fantastic time, right? Flying is a small part of the whole adventure. We get that. Wherever you’re excited to go – or get away from – start this story with Hotwire’s cheap flights to Chicago.
Not sure how to get the best price on plane tickets to Chicago?
We know there are some airline aficionados out there. If you don’t know the industry like the back of your hand, don’t worry. You can make spending less look good with our booking tips.Search certain days of the week for Chicago flights
For better savings, consider departing on a Wednesday, Thursday or Saturday. Return on a Sunday, Tuesday or Wednesday. International deals are often available when departing Monday through Thursday.Change up your days for cheaper weekend getaways
Jetting off on Thursday and returning on Sunday is generally less expensive than flying on Friday and returning on Monday.Stay a Saturday night to play more
Spending the weekend at your destination will generally result in lower airfares. We’re all for that.Consider alternate airports when searching Chicago flights
Other nearby airports may offer different fares from your current search results. Clicking “Nearby Airports” after your initial search will give a list of the closest options.See a fare that you like? Pounce!
Coordinate with your travel buddies before searching and you’ll be able to act quickly when it’s time to book. Airline ticket prices often change in minutes. We know you’re combing for the best prices but so is everyone else! If the deal is right, snag it and feel the sweet satisfaction of booking victory.Fly during the off-peak season
Certain travel destinations have especially high volume during particular seasons. For example, Europe, Hawaii and Alaska are big hits in the summer. Florida, New Orleans and Southern California are the most popular in springtime. Winter is prime for Mexico and the Caribbean, as well as ski and snowboard destinations like the Colorado Rockies. In the autumn, Northern California, the Pacific Northwest and New England draw visitors. Flying during less popular periods can mean extra money in your wallet – yes, please!Flights to Chicago Info
| Airlines Serving | American Airlines, Delta, JetBlue Airways, Spirit Airlines, United |
|---|---|
| Number Of Airlines Serving | 5 |
| Popular Airline | United |
Last Minute Hotel Deals in Chicago
Estimated price for 1 night/2 adults
Save more. Do more.
Popular Hotel Destinations
- Toronto Hotels
- Las Vegas Hotels
- New York Hotels
- Chicago Hotels
- Seattle Hotels
- Vancouver Hotels
- London Hotels
- Halifax Hotels
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- Ottawa Hotels
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Flights to Cities Near Chicago
Our Favorite Destinations
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