FlightsFrom Tucson

To Chicago

Cheap Flights from Tucson to Chicago

Browse current best options from Tucson. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Tucson

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 5 days ago

402 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from Tucson to Chicago

Explore current cheapest deals departing from Tucson to Chicago

September 21 - September 26

Cheapest

TUS - Chicago

$304

$216

Round trip

September 2 - September 8

Best

TUS - Chicago

$319

$221

Round trip

August 20 - August 24

TUS - Chicago

$251

$256

Round trip

August 18 - August 25

Earliest

TUS - Chicago

$237

$257

Round trip

December 3 - December 10

TUS - Chicago

$257

$257

Round trip

September 2 - September 17

TUS - Chicago

$252

$261

Round trip

September 2 - September 19

TUS - Chicago

$250

$261

Round trip

September 2 - September 8

TUS - Chicago

$200

$266

Round trip

October 1 - October 7

TUS - Chicago

$445

$267

Round trip

September 12 - September 16

TUS - Chicago

$338

$274

Round trip

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Tucson to Chicago: Overview

Insights for flights from Tucson to Chicago

Flights from Tucson to Chicago typically cover a distance of 2314 km, classifying this as a medium-haul route. For travelers seeking cheap flights from Tucson to Chicago, fares right now are below the typical level. Prices for this route typically range from $399–$973, with a median of $505. Only 1% of recent fares were classified as a good price, indicating that finding exceptional value can be challenging.
When considering the cheapest time to fly from Tucson to Chicago, April stands out with a median fare of $303. This is followed by March, where the median fare is $312, and December, with a median of $337. These months offer the most favorable pricing for the route.
Most itineraries for flights from Tucson to Chicago connect at least once, with only 27.8% of recent fares being non-stop. For connecting itineraries, the typical number of stopovers is 2. This means you will likely encounter at least one layover on your journey.
The typical journey from Tucson to Chicago, including connections, takes approximately 8h 44m. This duration accounts for the prevalence of connecting flights on this route, providing a realistic expectation for your total travel time.

How much is a round trip from Tucson to Chicago

Regular price: $256 - $420

Prices for flights from Tucson to Chicago are currently below the regular range.

The regular price range for flights from Tucson to Chicago is between $256 and $420. The current lowest deal is $216 with Deutsche Luft Hansa for travel from Sep 21-Sep 26.

now $216

Low $256

High $420

The cheapest time to fly from Tucson to Chicago

Flights from TUS to CHI are cheapest in April, with a median price of $303. The most expensive month to fly is January, with a median price of $949. Prices are generally lower from March to December.

April

Cheapest

Flights from $303

January

Most Expensive

Flights from $949

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Direct flights from Tucson to Chicago

Airline logo

American Airlines

Airline logo

Southwest Airlines

Last-minute flights going from Tucson to Chicago

Thu, Aug 6

⌛ Last-Minute

TUS - Chicago

Tucson (TUS) - Chicago (MDW)

$373

$282

One-way

Mon, Aug 10

⌛ Last-Minute

TUS - Chicago

Tucson (TUS) - Chicago (MDW)

$398

$277

One-way

Tue, Aug 11

⌛ Last-Minute

TUS - Chicago

Tucson (TUS) - Chicago (ORD)

$370

$275

One-way

Wed, Aug 12

⌛ Last-Minute

TUS - Chicago

Southwest Airlines

Tucson (TUS) - Chicago (MDW)

Southwest Airlines

$388

$276

One-way

Thu, Aug 13

⌛ Last-Minute

TUS - Chicago

Tucson (TUS) - Chicago (MDW)

$393

$257

One-way

Thu, Aug 13

⌛ Last-Minute

TUS - Chicago

Deutsche Luft Hansa

Tucson (TUS) - Chicago (MDW)

Deutsche Luft Hansa

$383

$275

One-way

Biggest price drops on these dates for flights from Tucson to Chicago

3 nights

Oct 27 - Oct 30

$519  →  $329

37%

4 nights

Oct 26 - Oct 30

$519  →  $330

36%

5 nights

Oct 25 - Oct 30

$514  →  $330

36%

7 nights

Oct 30 - Nov 6

$506  →  $329

35%

Popular Airports to fly from Tucson to Chicago

Tucson - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Tucson to Chicago are below the typical level at $216.

📅 Best time to fly

April is historically the cheapest month

Historically, April is the cheapest month to fly from Tucson to Chicago, with a median price of $303.

⏱️ Flight duration

Flights typically take 8h 44m

The median flight duration from Tucson to Chicago is 8 hours and 44 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 72.2% of routes, with a median of 2 stopovers.

🏆 Airline highlight

Deutsche Luft Hansa offers a $216 deal

Deutsche Luft Hansa has a deal for $216 from Sep 21-Sep 26 via skyscanner.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Tucson to Chicago are frequent, appearing often over 30 days.

Tucson main airports to depart from

Tucson International (TUS)

Cheapest

Tucson International Airport is a good choice for flights from Tucson to Chicago.

📍 ~12 km from Tucson city center (reachable by car)

💸 Flights from ~$240

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International Airport is a convenient arrival option for flights from Tucson to Chicago.

📍 ~15 km from Chicago (reachable by car)

💸 Flights from ~$240

Chicago Rockford International (RFD)

Chicago Rockford International Airport serves as an alternative arrival airport for flights to Chicago.

📍 ~120 km from Chicago (reachable by car)

💸 Flights from ~$1004

O Hare International (ORD)

O Hare International Airport is a major hub for travelers arriving in Chicago from Tucson.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$246

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International Airport is a major international airport with significant carrier presence and direct flight options.

📍 ~135 km from Chicago (reachable by car or train)

💸 Flights from ~$261

Gerald R. Ford International (GRR)

Gerald R. Ford International Airport is the second largest airport in Michigan with a robust domestic network.

📍 ~235 km from Chicago (reachable by car)

💸 Flights from ~$266

Dane County Regional (MSN)

Cheapest

Dane County Regional Airport is a reliable regional hub with efficient operations and good amenities.

📍 ~205 km from Chicago (reachable by car)

💸 Flights from ~$246

South Bend International (SBN)

South Bend International Airport is geographically the closest alternative airport to the Chicago metro area.

📍 ~125 km from Chicago (reachable by car or train)

💸 Flights from ~$309

Fort Wayne International (FWA)

Fort Wayne International Airport offers multiple cabin classes and solid connectivity for eastern domestic destinations.

📍 ~240 km from Chicago (reachable by car)

💸 Flights from ~$276

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Tucson to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From TUS

Elite

Dec 12

Chicago, United States

88% AI deal score

$2,696

$1,149

Save $1,547

From TUS

Elite

Dec 12

Chicago, United States

88% AI deal score

$2,728

$1,193

Save $1,535

From TUS

Elite

Nov 12

Chicago, United States

87% AI deal score

$2,399

$1,119

Save $1,280

From TUS

Elite

Aug 11

Chicago, United States

87% AI deal score

$2,939

$1,311

Save $1,628

From TUS

Elite

Aug 10

Chicago, United States

87% AI deal score

$2,940

$1,315

Save $1,625

From TUS

Elite

Aug 03

Chicago, United States

87% AI deal score

$3,245

$1,479

Save $1,766

From TUS

Elite

Jul 05

Chicago, United States

87% AI deal score

$1,353

$761

Save $592

From TUS

Elite

Jul 03

Chicago, United States

86% AI deal score

$1,520

$849

Save $671

From TUS

Elite

Sep 13

Chicago, United States

85% AI deal score

$2,932

$1,361

Save $1,571

From TUS

Elite

Aug 07

Chicago, United States

85% AI deal score

$1,650

$938

Save $712

From TUS

Elite

Jul 30

Chicago, United States

85% AI deal score

$1,316

$812

Save $504

From TUS

Elite

Sep 04

Chicago, United States

84% AI deal score

$2,822

$1,355

Save $1,467

From TUS

Elite

Sep 04

Chicago, United States

84% AI deal score

$2,778

$1,360

Save $1,418

From TUS

Elite

Oct 14

Chicago, United States

84% AI deal score

$1,615

$950

Save $665

From TUS

Elite

Dec 11

Chicago, United States

84% AI deal score

$1,658

$964

Save $694

From TUS

Elite

Jul 03

Chicago, United States

84% AI deal score

$1,594

$968

Save $626

From TUS

Elite

Jul 30

Chicago, United States

84% AI deal score

$1,331

$856

Save $475

From TUS

Elite

Jul 22

Chicago, United States

84% AI deal score

$1,341

$856

Save $485

From TUS

Elite

Jul 30

Chicago, United States

84% AI deal score

$1,316

$856

Save $460

From TUS

Elite

Jul 29

Chicago, United States

84% AI deal score

$1,316

$856

Save $460

From TUS

Elite

Jul 24

Chicago, United States

84% AI deal score

$1,317

$860

Save $457

From TUS

Elite

Jul 04

Chicago, United States

84% AI deal score

$1,353

$911

Save $442

From TUS

Elite

Sep 12

Chicago, United States

83% AI deal score

$1,270

$822

Save $448

From TUS

Elite

Jul 31

Chicago, United States

83% AI deal score

$1,323

$886

Save $437

From TUS

Elite

Jul 31

Chicago, United States

83% AI deal score

$1,369

$886

Save $483

From TUS

Elite

Jul 16

Chicago, United States

83% AI deal score

$1,327

$909

Save $418

From TUS

Elite

Jul 30

Chicago, United States

83% AI deal score

$1,353

$911

Save $442

From TUS

Elite

Jul 22

Chicago, United States

83% AI deal score

$1,341

$911

Save $430

From TUS

Elite

Sep 25

Chicago, United States

82% AI deal score

$1,458

$948

Save $510

From TUS

Elite

Jun 19

Chicago, United States

82% AI deal score

$1,793

$1,184

Save $609

From TUS

Elite

Jul 23

Chicago, United States

82% AI deal score

$1,326

$911

Save $415

From TUS

Elite

Jul 15

Chicago, United States

82% AI deal score

$1,351

$933

Save $418

From TUS

Elite

Jul 18

Chicago, United States

82% AI deal score

$1,341

$941

Save $400

From TUS

Elite

Jul 30

Chicago, United States

82% AI deal score

$1,344

$941

Save $403

From TUS

Elite

Jul 18

Chicago, United States

82% AI deal score

$1,360

$941

Save $419

From TUS

Elite

Jul 23

Chicago, United States

82% AI deal score

$1,350

$941

Save $409

From TUS

Elite

Nov 12

Chicago, United States

81% AI deal score

$2,454

$1,441

Save $1,013

From TUS

Elite

Aug 08

Chicago, United States

81% AI deal score

$1,384

$950

Save $434

From TUS

Elite

Aug 13

Chicago, United States

81% AI deal score

$1,406

$964

Save $442

From TUS

Elite

Aug 03

Chicago, United States

81% AI deal score

$1,361

$972

Save $389

From TUS

Elite

Jun 19

Chicago, United States

81% AI deal score

$1,444

$1,059

Save $385

From TUS

Elite

Jun 18

Chicago, United States

81% AI deal score

$1,216

$916

Save $300

From TUS

Elite

Jun 19

Chicago, United States

81% AI deal score

$1,263

$932

Save $331

From TUS

Elite

Jun 20

Chicago, United States

81% AI deal score

$1,242

$938

Save $304

From TUS

Elite

Jul 15

Chicago, United States

81% AI deal score

$1,322

$941

Save $381

From TUS

Elite

Jul 21

Chicago, United States

81% AI deal score

$1,324

$941

Save $383

From TUS

Elite

Jul 28

Chicago, United States

81% AI deal score

$1,331

$941

Save $390

From TUS

Elite

Jul 29

Chicago, United States

81% AI deal score

$1,330

$941

Save $389

From TUS

Elite

Jul 21

Chicago, United States

81% AI deal score

$1,329

$941

Save $388

From TUS

Elite

Jul 31

Chicago, United States

81% AI deal score

$1,331

$943

Save $388

From TUS

Elite

Jul 29

Chicago, United States

81% AI deal score

$1,343

$960

Save $383

From TUS

Elite

Jul 18

Chicago, United States

81% AI deal score

$1,351

$967

Save $384

From TUS

Elite

Jul 31

Chicago, United States

81% AI deal score

$1,351

$967

Save $384

From TUS

Elite

Jul 25

Chicago, United States

81% AI deal score

$1,354

$967

Save $387

From TUS

Elite

Jul 23

Chicago, United States

81% AI deal score

$1,360

$971

Save $389

From TUS

Elite

Jul 27

Chicago, United States

81% AI deal score

$1,363

$980

Save $383

From TUS

Elite

Jul 30

Chicago, United States

81% AI deal score

$1,362

$989

Save $373

From TUS

Elite

Jul 01

Chicago, United States

81% AI deal score

$1,366

$1,005

Save $361

From TUS

Elite

Jul 01

Chicago, United States

81% AI deal score

$1,366

$1,005

Save $361

From TUS

Elite

Jul 01

Chicago, United States

81% AI deal score

$1,366

$1,013

Save $353

From TUS

Elite

Jul 14

Chicago, United States

80% AI deal score

$1,263

$938

Save $325

From TUS

Elite

Dec 21

Chicago, United States

80% AI deal score

$1,914

$1,081

Save $833

From TUS

Elite

Aug 05

Chicago, United States

80% AI deal score

$1,160

$775

Save $385

From TUS

Elite

Jun 20

Chicago, United States

80% AI deal score

$1,244

$938

Save $306

From TUS

Elite

Jun 19

Chicago, United States

80% AI deal score

$1,244

$941

Save $303

From TUS

Elite

Jun 19

Chicago, United States

80% AI deal score

$1,242

$976

Save $266

From TUS

Elite

Jul 15

Chicago, United States

80% AI deal score

$1,323

$989

Save $334

From TUS

Elite

Jul 29

Chicago, United States

80% AI deal score

$1,352

$989

Save $363

From TUS

Elite

Jul 24

Chicago, United States

80% AI deal score

$1,350

$989

Save $361

From TUS

Elite

Jul 24

Chicago, United States

80% AI deal score

$1,324

$989

Save $335

From TUS

Elite

Jul 29

Chicago, United States

80% AI deal score

$1,326

$989

Save $337

From TUS

Elite

Jul 23

Chicago, United States

80% AI deal score

$1,341

$1,001

Save $340

From TUS

Elite

Jul 25

Chicago, United States

80% AI deal score

$1,363

$1,015

Save $348

From TUS

Elite

Jun 19

Chicago, United States

80% AI deal score

$1,321

$1,019

Save $302

From TUS

Elite

Jun 18

Chicago, United States

80% AI deal score

$1,310

$1,019

Save $291

From TUS

Elite

Jul 06

Chicago, United States

79% AI deal score

$1,267

$968

Save $299

From TUS

Elite

Jul 05

Chicago, United States

79% AI deal score

$1,309

$1,007

Save $302

From TUS

Elite

Aug 01

Chicago, United States

79% AI deal score

$1,204

$824

Save $380

From TUS

Elite

Jun 22

Chicago, United States

79% AI deal score

$1,203

$971

Save $232

From TUS

Elite

Jul 28

Chicago, United States

79% AI deal score

$1,317

$1,014

Save $303

From TUS

Elite

Jul 31

Chicago, United States

79% AI deal score

$1,323

$1,015

Save $308

From TUS

Elite

Aug 07

Chicago, United States

78% AI deal score

$1,410

$938

Save $472

From TUS

Elite

Aug 18

Chicago, United States

77% AI deal score

$1,386

$948

Save $438

From TUS

Elite

Aug 22

Chicago, United States

74% AI deal score

$1,149

$954

Save $195

From TUS

Elite

Jun 22

Chicago, United States

74% AI deal score

$1,306

$1,039

Save $267

From TUS

Elite

Sep 19

Chicago, United States

74% AI deal score

$1,429

$1,095

Save $334

From TUS

Elite

Aug 08

Chicago, United States

74% AI deal score

$1,428

$1,095

Save $333

From TUS

Elite

Aug 23

Chicago, United States

74% AI deal score

$1,712

$1,235

Save $477

From TUS

Elite

Sep 05

Chicago, United States

74% AI deal score

$1,116

$812

Save $304

From TUS

Elite

Sep 03

Chicago, United States

74% AI deal score

$1,108

$812

Save $296

From TUS

Elite

Aug 18

Chicago, United States

74% AI deal score

$1,158

$812

Save $346

From TUS

Elite

Jun 22

Chicago, United States

74% AI deal score

$1,155

$976

Save $179

From TUS

Elite

Jun 18

Chicago, United States

74% AI deal score

$1,244

$1,001

Save $243

From TUS

Elite

Nov 05

Chicago, United States

73% AI deal score

$984

$791

Save $193

From TUS

Elite

Sep 03

Chicago, United States

73% AI deal score

$1,098

$812

Save $286

From TUS

Elite

Aug 22

Chicago, United States

73% AI deal score

$1,169

$860

Save $309

From TUS

Elite

Sep 17

Chicago, United States

73% AI deal score

$1,121

$860

Save $261

From TUS

Elite

Sep 04

Chicago, United States

73% AI deal score

$1,115

$860

Save $255

From TUS

Elite

Sep 04

Chicago, United States

73% AI deal score

$1,108

$860

Save $248

From TUS

Elite

Sep 18

Chicago, United States

73% AI deal score

$1,122

$860

Save $262

Frequently Asked Questions About Flights to Chicago

Across the trailing quarter, the optimal time to purchase tickets for flights from Tucson to Chicago has typically been 0-6 days before departure. During this window, the average price was $467. Prices tend to increase as the departure date approaches, with tickets bought 7-13 days out averaging $488, and those purchased 14-27 days out averaging $665. For travelers planning further in advance, tickets booked 60+ days out had an average price of $573.

Historically, a good price for a flight from Tucson to Chicago has been considered to be $399 or less. This threshold is based on an analysis of prices over the trailing 90 days, where $399 represented the 25th percentile of observed fares. The median price for this route during the same period was $505, with prices reaching up to $973 for the 75th percentile.

Historically, the cheapest months to fly from Tucson to Chicago have been April, March, and December. In April, the median price was $303, while March saw a median of $312, and December had a median of $337. The annual median price for this route, based on data from the trailing 270 days, was $505. December was also observed as the most expensive month with a median of $337.