Tucson AZ to/from Chicago (CHI) IL flight deal from $323rt

Fly Tucson → Chicago (CHI) Illinois Flight Deal


Limited-time airfare deal for 2026 – Book your seats!

Depart Tucson Return 7 Days Later

BOOK FLIGHT DEAL NOW

BEST CHICAGO (CHI) ILLINOIS FLIGHT DEAL BY FARE CLASS

CLASS

AIRLINE

PRICE

BAGS/SEATS INCLUDED

BUY NOW

BASIC ECONOMY

1. WN/UA Ck bag fees $45ew/$55ew AA Ck Bag Fees $50ew/$60ew

2. Full-size carryon + personal Item.

3. Standard seat Pre-reserve $15–$50 each-leg ew

BOOK NOW

STANDARD ECONOMY

1. Ck bag fees $45ew/$55ew

2. 1 carry-on, 1 personal

3.Standard seat included

BOOK NOW

PREMIUM ECONOMY

1. 2 Free Ck bags

2. 1 Full carry-on and personal item

3. Extra Legroom Seat included

BOOK NOW

FIRST CLASS

1. 2 checked

2. 1 carry-on, 1 personal

3. Largest seat; all seat reservations included

BOOK NOW

Click the Airline next to the Fare Class to get a fuller picture of what features and services are included and which will cost extra.

Tucson to Chicago (CHI) Illinois Deal

  • Round-trip Tucson → Chicago / 1 Stop enroute
  • Starting from $323rt / Lowest Rate via Google Flights American, Southwest, United)
  • SAMPLE DATES – 7 Day Stay in Chicago: 01/27/27 – 02/03/27
    – Although deal is available for shorter and longer durations
    – Very lowest rate available on a number of  Travel Date combinations
  • Deal Period / November 2026 → February 2026 select dates (under $350rt)
  • Air + 7nt 3* Hotel from $637rt – (Book air at best rate + Lodging per the lodging link below)

Travel Tips Tucson → Chicago (CHI) Illinois Deal

  • Cheapest Days: Mostly frequently found on Tuesday/Wednesdays/Saturdays
  • Seat Upgrades: Optional Extra Legroom for Fee ($15-$100+ Alaska/$50-$150+ on AA/DL/UA $38-$91+ WN)
  • Best Time to Book: As soon as possible Deal may be gone in a week or sooner

What’s Cool about…Chicago (CHI) Illinois

Chicago, Illinois, is a premier travel destination offering a world-class blend of iconic architecture, renowned museums (like the Art Institute and Field Museum), diverse culinary scenes (deep-dish pizza, Chicago dogs), and 26 miles of lakefront with sandy beaches. Visitors can enjoy top-tier shopping on the Magnificent Mile, live theater, and vibrant nightlife.
LODGING TRAVEL INSURANCE
INTERNATIONAL PHONE SIM TRAVEL ACCESSORIES

Airline Links

American Alaska Delta Frontier Southwest United Sun Country