Deal alert: Flights to Chicago starting at $118

Feb 26, 2022

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If you’re in the mood for some deep-dish pizza or a trip to Portillo’s hot dogs, then this deal to the Windy City could be for you. American Airlines and JetBlue Airways are offering round-trip flights under $200 to Chicago from major cities in the U.S.

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Scott’s Cheap Flights, which offers a premium membership that alerts readers to discounted fares for $49 a year, first reported this deal. This fare to Chicago is available for travel from March of this year to January 2023.

Overhead view of Chicago's Navy Pier
(Photo by f11photo/

Deal basics

Airlines: American and JetBlue
How to book: Directly through the airlines or through Google Flights
Travel dates: March 2022 — Jan 2023

Related: 11 must-do activities when visiting Chicago

Sample flights

The deals below are for Blue Basic seating on JetBlue, which only includes a standard seat and personal item that can be stowed under the seat. A checked bag, seat selection and other extras will cost a fee. The deals on American Airlines are for main cabin tickets, which include a seat, carry-on and seat selection.

One of the cheapest deals we found was for a direct flight from Miami (MIA) to Chicago (ORD) in early June for $118 round-trip.

(Screenshot courtesy of Google Flights)

Nonstop flights from Atlanta (ATL) to Chicago (ORD) are widely available throughout much of the year at $138 round-trip. This itinerary is a nonstop flight in August.

(Screenshot courtesy of Google Flights)

Travelers can fly to Chicago (ORD) from New York (JFK) on JetBlue for $158 round-trip. Deals at this price are offered throughout the summer. The example below is for a trip in July.

(Screenshot courtesy of Google Flights)

You can book a short, direct flight from Dallas (DFW) to Chicago (ORD) for $188 round-trip. Flights at this price are available throughout May and June.

(Screenshot courtesy of Google Flights)

There is limited availability for flights from Los Angeles (LAX) to Chicago (ORD) for $192 round-trip in April and May. The deal we found was in May. The departure is a nonstop flight and the return includes a stop in Denver (DEN).

(Screenshot courtesy of Google Flights)

Related: Guide to Planning a Family Trip to Chicago

Maximize your purchase

Pay with: The Platinum Card® from American Express for 5 points per dollar on airfare booked directly with the airline or through American Express Travel (on up to $500,000 on these purchases per calendar year), the Citi Prestige® Card for 5 points per dollar on airfare, the Citi Premier® Card or Chase Sapphire Reserve for 3 points per dollar on air travel, the American Express® Gold Card for 3 points per dollar on airfare when booked directly with the airline or through Amex Travel, or the Chase Sapphire Preferred Card for 2 points per dollar on travel. JetBlue cardholders can use the JetBlue Plus Card for 6 points per dollar on eligible JetBlue purchases, the JetBlue Card for 3 points per dollar or the JetBlue Business Card for 6 points per dollar.

The information for the JetBlue Card, the JetBlue Plus Card, the JetBlue Business Card and the Citi Prestige Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

Related: A classic getaway: Revisiting Chicago childhood favorites with my parents

Bottom Line

There is no better time to enjoy Chicago than in the summer, but you can take advantage of this deal for travel up until the beginning of 2023. Because this deal has travel dates into next year, you can explore the city no matter what the season is.

Featured image by Bob Krist/Getty Images.

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More Things to Know
  • Limited Time Offer: Earn 90,000 bonus miles after you spend $3,000 in purchases on your new Card in your first 3 months. Offer ends 8/3/2022.
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